ALBERT

Beschreibung: Transmetallation example in reaction of tetrahydothiopyran-4-one lithium enolate with methyl bromoacetate Content Type Journal Article Category Short Communications Pages 304-305 DOI 10.1134/S107042801202025X Authors R. F. Valeev, Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Russia R. F. Bikzhanov, Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Russia M. S. Miftakhov, Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    The reaction of ( Z )-2-amino-1,4-diarylbut-2-en-1,4-diones with oxalyl chloride led to the formation of 1-aryl-4,5-diaroyl-1 H -pyrrole-2,3-diones that at the thermal decarbonylation gave aroyl( N -arylimidoyl)ketenes which underwent stabilization by molecular cyclization into 2,3-diaroylquinolin-4(1 H )-ones. Content Type Journal Article Pages 249-252 DOI 10.1134/S1070428012020145 Authors P. S. Silaichev, Institute of Natural Sciences at Perm State University, Perm, 614990 Russia N. V. Kudrevatykh, Perm State University, Perm, Russia A. N. Maslivets, Institute of Natural Sciences at Perm State University, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    The oxidation with SeO 2 of a methyl group linked to an sp 2 -hybridized carbon in the product of the intramolecular iodoetherification of cis -carveol afforded (1 R ,5 R ,7 S )-7-iodomethyl-7-methyl-6-oxabicyclo[3.2.1]-oct-3-en-4-carbaldehyde and [(1 R ,5 R ,7 S )-7-iodomethyl-7-methyl-6-oxabicyclo[3.2.1]oct-3-en-4-yl]methanol that were oxidized to methyl (1 R ,5 R ,7 S )-7-iodomethyl-7-methyl-6-oxabicyclo[3.2.1]oct-3-en-4-carboxylate. The latter by the Zn-promoted opening of the γ-oxide ring was converted into the target chiral block, methyl (4 R ,6 R )-6-hydroxy-4-(prop-1-en-2-yl)cyclohex-1-encarboxylate. Content Type Journal Article Pages 180-183 DOI 10.1134/S1070428012020054 Authors F. A. Gimalova, Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Russia G. M. Khalikova, Bashkir State University, Ufa, Russia S. A. Torosyan, Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Russia D. Z. Akhmetshina, Bashkir State University, Ufa, Russia M. S. Miftakhov, Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung: Formation of N,N ′-Di(5-alkoxycarbonyl-5-methyl-2-oxo-1-phenyl-2,5-dihydro-1 H -pyrrol-3-yl)- N,N ′-diphenyloxalylamides in the synthesis of alkyl 4-methyl-2,3,6-trioxo-1,5-diphenyl-1,2,3,4,5,6-hexahydropyrrolo[3,4- b ]pyrrole-4-carboxylates Content Type Journal Article Category Short Communications Pages 296-298 DOI 10.1134/S1070428012020224 Authors V. L. Gein, Perm State Pharmaceutical Academy of the Federal Agency of Health Protection and Social Development, Perm, 614000 Russia R. O. Dyrenkov, Perm State Pharmaceutical Academy of the Federal Agency of Health Protection and Social Development, Perm, 614000 Russia N. A. Kornienko, Perm State Pharmaceutical Academy of the Federal Agency of Health Protection and Social Development, Perm, 614000 Russia M. I. Vakhrin, Perm State Pharmaceutical Academy of the Federal Agency of Health Protection and Social Development, Perm, 614000 Russia P. A. Slepukhin, Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, Yekaterinburg, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    By the XRD analysis the structure was established of 1-(7,8-dimethyl-4-chloroquinolin-2-yl)-2-[3,5-di( tert -butyl)-6-oxo-6 H -pyran-2-yl]ethane-1,2-dione formed as a result of the oxidation of 3,5-di( tert -butyl)-6-[( Z )-2-(quinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-ones. By the cyclic voltammetry the oxidation of 1-(quinolin-2-yl)-2-(pyran-2-yl)ethane-1,2-dione derivatives was shown to proceed in two stages. Content Type Journal Article Pages 151-157 DOI 10.1134/S1070428012020017 Authors V. V. Tkachev, Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow oblast, 142432 Russia G. V. Shilov, Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow oblast, 142432 Russia S. M. Aldoshin, Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow oblast, 142432 Russia E. A. Gusakov, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, Russia Yu. A. Sayapin, Southern Scientific Center, Russian Academy of Sciences, Rostov-on-Don, 344006 Russia A. A. Bumber, Southern Scientific Center, Russian Academy of Sciences, Rostov-on-Don, 344006 Russia V. N. Komissarov, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, Russia V. I. Minkin, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung: Dehydrohalogenation of haloalkylarenes in the synthesis of alkenylaromatic hydrocarbons Content Type Journal Article Category Short Communications Pages 293-295 DOI 10.1134/S1070428012020212 Authors A. M. Magerramov, Baku State University, Baku, 5004 Azerbaijan M. N. Magerramov, Baku State University, Baku, 5004 Azerbaijan I. A. Aliev, Baku State University, Baku, 5004 Azerbaijan A. M. Mustafaev, Institute of Polymer Materials, National Academy of Sciences of Azerbaijan, Sumgaiyt, Az-5004 Azerbaijan U. F. Askerova, Baku State University, Baku, 5004 Azerbaijan Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    Proceeding from 2-aminoquinoxaline-3-carbonitrile 1,4-dioxides new derivatives of quinoxaline and quinoxaline 1,4-dioxide were synthesized containing in the position 3 of the quinoxaline fragment 1,2,4-oxadiazole and tetrazole rings. The acylation of 2-amino- N ′-hydroxyquinoxaline-3-carbox imidoamide 1,4-dioxide was investigated. Content Type Journal Article Pages 278-283 DOI 10.1134/S1070428012020194 Authors O. B. Laskina, St. Petersburg State Technological Institute (Technical University), St. Petersburg, 190013 Russia S. F. Mel’nikova, St. Petersburg State Technological Institute (Technical University), St. Petersburg, 190013 Russia I. V. Tselinskii, St. Petersburg State Technological Institute (Technical University), St. Petersburg, 190013 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    Cyclothiomethylation was performed of heterochain (O, S-S, NH) α,ω-diamines with formaldehyde and H 2 S in aqueous medium at 20–60°C to obtain new α,ω-bis(1,3,5-dithiazinanes). The cyclocondensation of N-(3-aminopropyl)butane-1,4-diamine (spermidine), formaldehyde, and H 2 S proceeds efficiently in the medium of BuOH-H 2 O at 0°C and leads to the formation of previously unknown O,S-containing macroheterocycle, 1,7-dioxa-3,5,9,11-tetrathiacyclododecane. A fungicidal activity was found in 5,5′-(3,6-dioxaoctane-1,8-diyl)bis-1,3,5-dithiazinane with respect to microscopic fungi affecting agriculture. Content Type Journal Article Pages 202-208 DOI 10.1134/S107042801202008X Authors V. R. Akhmetova, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa, 450075 Russia E. B. Rakhimova, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa, 450075 Russia A. B. Minnebaev, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa, 450075 Russia R. V. Kunakova, Ufa State Academy of Economics and Service, Ufa, Russia N. F. Galimzyanova, Institute of Biology, Ufa Scientific Center, Russian Academy of Sciences, Ufa, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    Spectral and quantum-chemical investigation of ortho - and peri -hydroxy-substituted aldehydes, 1,5-naphthalenediol derivatives, was carried out. An unusual spin-spin coupling through an intramolecular hydrogen bond was discovered in the molecule of 1,5-dihydroxynaphthalene-4,8-dicarbaldehyde. It was shown that this dialdehyde is involved into the ring-chain tautomerism. The position of this equilibrium was examined depending on the temperature and the solvent polarity. The effect of the solvent polarity on the benzoid-quinoid tautomerism in the dihydroxynaphthalene-2,6-dicarbaldehyde was established. By the method of quantum-chemical calculations the relative energy stability and conformational structure of dialdehydes were revealed. Content Type Journal Article Pages 241-248 DOI 10.1134/S1070428012020233 Authors V. V. Mezheritskii, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, 344090 Russia M. S. Korobov, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, 344090 Russia O. M. Golyanskaya, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, 344090 Russia N. I. Omelichkin, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, 344090 Russia L. G. Minyaeva, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, 344090 Russia G. S. Borodkin, Institute of Physical and Organic Chemistry at the Southern Federal University, Rostov-on-Don, 344090 Russia A. A. Milov, Southern Scientific Center, Russian Academy of Sciences, Rostov-on-Don, Russia A. V. Tsukanov, Southern Scientific Center, Russian Academy of Sciences, Rostov-on-Don, Russia A. D. Dubonosov, Southern Scientific Center, Russian Academy of Sciences, Rostov-on-Don, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    The absolute configuration of α-hydroxyaldehyde obtained from verbenol epoxide in the presence of clay was determined. Two new Schiff bases were synthesized from the aldehyde obtained. The compounds can be used as ligands in the asymmetric vanadium-catalyzed oxidation of sulfides to sulfoxides. The structure of initial sulfides significantly affects the value of the enantiomeric excess in the obtained sulfoxides: the highest enantiomeric excess is observed in the oxidation of thioanisole. Content Type Journal Article Pages 214-220 DOI 10.1134/S1070428012020108 Authors I. V. Il’ina, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia E. A. Koneva, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia D. V. Korchagina, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia G. E. Sal’nikov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia A. M. Genaev, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia K. P. Volcho, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia N. F. Salakhutdinov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    Asymmetric syntheses were performed of neomenthanesulfinamide in the yield of 60% and de 74%, of neomenthanesulfinaldimines and N-substituted neomenthanesulfinamides in 22–80 and 40–90% yields respectively. Content Type Journal Article Pages 184-192 DOI 10.1134/S1070428012020066 Authors E. S. Izmest’ev, Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, 167982 Russia D. V. Sudarikov, Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, 167982 Russia S. A. Rubtsova, Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, 167982 Russia P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, Yekaterinburg, Russia A. V. Kuchin, Institute of Chemistry, Komi Scientific Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, 167982 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    Efficient method was developed for thiols aminomethylation using N,N,N ′, N ′-tetra-methylmethanediamine in the presence of Sm and Fe salts. Aminosulfides were obtained in high yields and selectivity. Content Type Journal Article Pages 175-179 DOI 10.1134/S1070428012020042 Authors R. R. Khairullina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa, 450075 Russia B. F. Akmanov, Ufa State Academy of Economics and Service, Ufa, Russia T. V. Tyumkina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa, 450075 Russia R. V. Kunakova, Ufa State Academy of Economics and Service, Ufa, Russia A. G. Ibragimov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Ufa, 450075 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    Reactions of 2-(4-hydroxyarylamino)-1,4-naphthoquinones with cerium ammonium nitrate or pyridinium chlorochromate depending on the structure of initial substrate and the type of reagent led to the formation of 2-chloro-3-(4-cyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-diones, 2-(4-hydroxy-3-nitrophenylamino)-1,4-naphthaquinones, and also to simultaneous oxidation and chlorination. Content Type Journal Article Pages 234-240 DOI 10.1134/S1070428012020121 Authors A. E. Devyashina, Astaf’ev Krasnoyarsk State Pedagogical University, Krasnoyarsk, 660049 Russia L. M. Gornostaev, Astaf’ev Krasnoyarsk State Pedagogical University, Krasnoyarsk, 660049 Russia Yu. V. Gatilov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, Novosibirsk, 630090 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    By the reaction of acetylacetone and arylazoacetylacetones with 4-iminothiazolidin-2-one thiazolo[4,5- b ]pyridines were obtained in good yields. Optimum reaction conditions were chosen and some properties of compounds obtained were studied. Content Type Journal Article Pages 268-272 DOI 10.1134/S1070428012020170 Authors T. I. Chaban, Danylo Halytsky Lviv National Medical University, L’vov, 79010 Ukraine B. S. Zimenkovskii, Danylo Halytsky Lviv National Medical University, L’vov, 79010 Ukraine I. D. Komaritsa, Danylo Halytsky Lviv National Medical University, L’vov, 79010 Ukraine I. G. Chaban, Danylo Halytsky Lviv National Medical University, L’vov, 79010 Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    It was shown by quantum-chemical method B3LYP/6-311++G(df,p) that in the autocatalytic reaction the molecules of methyl carbamate formed prereaction complexes with the monomer and dimer of methanol. The complexes possess higher electron-donor properties than free alcohol molecules thus increasing the activity of complexes in the reaction with isocyanates. The products of the autocatalytic reaction are new molecules of carbamate and azomethinenol. The conversions occur through concerted asymmetric late transition states. The isomerization of azomethinenols into carbamates is catalyzed by molecules of alcohols and their associates. The autocatalytic reaction of isocyanates with alcohols becomes possible owing to the ability of alcohols to catalyze the mentioned isomerization. Content Type Journal Article Pages 158-163 DOI 10.1134/S1070428012020029 Authors A. Ya. Samuilov, Kazan State Technological University, Kazan, Russia T. A. Kamalov, Kazan State Technological University, Kazan, Russia F. B. Balabanova, Kazan State Technological University, Kazan, Russia Ya. D. Samuilov, Kazan State Technological University, Kazan, Russia A. I. Konovalov, Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, 420015 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung:    In reactions with sodium sulfinates of N-substituted 1,4-benzoquinone monoimines with the quinoid ring having free positions 2 and/or 6 the fraction of products of 1,4-addition of the sulfinate ion grows in the series ArSO 2 → MeSO 2 → CF 3 SO 2 . In the case of 2,6-dimethyl derivatives the 1,6-addition is preferable, and the amount of products of 6,1-addition decreases. Content Type Journal Article Pages 221-233 DOI 10.1134/S107042801202011X Authors A. P. Avdeenko, Donbass State Engineering Academy, Kramatorsk, 84313 Ukraine S. A. Konovalova, Donbass State Engineering Academy, Kramatorsk, 84313 Ukraine O. N. Mikhailichenko, Donbass State Engineering Academy, Kramatorsk, 84313 Ukraine S. V. Shelyazhenko, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine V. V. Pirozhenko, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine L. M. Yagupol’skii, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 2

Beschreibung: New pathway of the reaction of hetareno[ a ]pyrrole-2,3-diones with NH nucleophiles Content Type Journal Article Category Short Communications Pages 145-146 DOI 10.1134/S1070428012010253 Authors L. V. Kuslina, Perm State University, ul. Bukireva 15, Perm, 614990 Russia I. V. Mashevskaya, Institute of Natural Sciences, Perm State University, ul. Genkelya 4, Perm, 614990 Russia P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi 20, Yekaterinburg, 620219 Russia A. N. Maslivets, Perm State University, ul. Bukireva 15, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung: N -Methyl- N -(2-phenylethenyl)trifluoromethanesulfonamide Content Type Journal Article Category Short Communications Pages 141-142 DOI 10.1134/S107042801201023X Authors B. A. Shainyan, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia I. V. Ushakova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung: Efficient regioselective synthesis of 3-substituted 6,7-dihydro-5 H -pyrrolo[1,2- c ][1,3]thiazol-4-ium bromides Content Type Journal Article Category Short Communications Pages 143-144 DOI 10.1134/S1070428012010241 Authors V. D. Dyachenko, Taras Shevchenko Lugansk National University, ul. Oboronnaya 2, Lugansk, 91011 Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung:    Partial ozonolysis of ( S )-(−)-limonene in cyclohexane-methanol yields 1-methyl-4-(prop1-en-2-yl)-7,8,9-trioxabicyclo[4.2.1]nonane as a mixture of diastereoisomers at a ratio of 2: 3. Nitrogen-containing organic compounds (semicarbazide and hydroxylamine hydrochlorides) favor cyclization of intermediate ozonolysisreduction products, whereas the reduction with dimethyl sulfide, NaBH 4 , and NaBH(OAc) 3 follows conventional pattern. Content Type Journal Article Pages 18-24 DOI 10.1134/S1070428012010034 Authors G. Yu. Ishmuratov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Yu. V. Legostaeva, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia L. P. Botsman, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. V. Nasibullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia R. R. Muslukhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia D. V. Kazakov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. A. Tolstikov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung:    Condensation of 1-phenylsulfanylpropan-2-one with 1,3,6,8-tetraazatricyclo[4.4.1.1 3,8 ]dodecane gave 1-phenylsulfanyl-3,6-diazahomoadamantan-9-one which was reduced to 1-phenylsulfanyl-3,6-diazahomoadamantane, and the latter was subjected to desulfurization over Raney nickel to obtain previously unknown 3,6-diazahomoadamantane. Heating of 9-phenyl-3,6-diazahomoadamantan-9-ols with Raney nickel resulted in reduction of the hydroxy group with formation of 9-phenyl-3,6-diazahomoadamantanes. Content Type Journal Article Pages 119-122 DOI 10.1134/S1070428012010198 Authors A. I. Kuznetsov, Lomonosov Academy of Fine Chemical Technology, pr. Vernadskogo 86, Moscow, 119571 Russia I. M. Senan, Lomonosov Academy of Fine Chemical Technology, pr. Vernadskogo 86, Moscow, 119571 Russia A. Kh. Shukkur, Lomonosov Academy of Fine Chemical Technology, pr. Vernadskogo 86, Moscow, 119571 Russia I. A. Azzheurova, Lomonosov Academy of Fine Chemical Technology, pr. Vernadskogo 86, Moscow, 119571 Russia T. M. Serova, Institute of Physiologically Active Substances, Russian Academy of Sciences, Chernogolovka, Moscow oblast, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung:    Sarkomycin A methyl esters and functionalized cyclopentane blocks for brefeldin A were synthesized starting from diastereoisomeric (1 R ,2 S )- and (1 S ,2 R )-2-hydroxymethyl- N -[(1 R )-1-phenylethyl]cyclopent-3-ene-1-carboxamides. Content Type Journal Article Pages 8-17 DOI 10.1134/S1070428012010022 Authors A. M. Gimazetdinov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. V. Ishmurzina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia M. S. Miftakhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung:    5-Phenyl( p -tolyl)isoxazole-3-carboxylic acids were synthesized starting from 3-hydroxyiminomethyl-5-phenyl( p -tolyl)isoxazoles, and their reactions with p -hydroxybenzaldehyde, vanillin, isovanillin, o -vanillin, and ethyl vanillin gave the corresponding esters. The latter were brought into condensation with aromatic amines to obtain Schiff bases which were reduced to amines. Content Type Journal Article Pages 127-136 DOI 10.1134/S1070428012010216 Authors V. I. Potkin, Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072 Belarus R. A. Gadzhily, Institute of Polymeric Materials, National Academy of Sciences of Azerbaijan, Sumgait, Azerbaijan E. A. Dikusar, Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072 Belarus S. K. Petkevich, Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072 Belarus N. A. Zhukovskaya, Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072 Belarus A. G. Aliev, Institute of Polymeric Materials, National Academy of Sciences of Azerbaijan, Sumgait, Azerbaijan Sh. F. Nagieva, Institute of Polymeric Materials, National Academy of Sciences of Azerbaijan, Sumgait, Azerbaijan Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung:    Reaction of 5-methyl-, 5-bromo-, and 5-iodoisatins with phosphoryl chloride gave the corresponding 2,8-disubstituted indolo[2,1- b ]quinazoline-6,12-diones in moderate yield. 5,7-Dichloroisatin failed to react with POCl 3 . Treatment of an equimolar mixture of isatin and 5-bromoisatin with POCl 3 afforded indolo[2,1- b ]-quinazoline-6,12-dione (tryptanthrin), 2,8-dibromoindolo[2,1- b ]quinazoline-6,12-dione, and two isomeric monobromo-substituted tryptanthrin derivatives, the 2-bromo isomer prevailing. Content Type Journal Article Pages 123-126 DOI 10.1134/S1070428012010204 Authors T. V. Moskovkina, Far East Federal University, ul. Oktyabr’skaya 27, Vladivostok, 690600 Russia A. I. Kalinovskii, Pacific Institute of Bioorganic Chemistry, Far East Division, Russian Academy of Sciences, Vladivostok, Russia V. V. Makhan’kov, Pacific Institute of Bioorganic Chemistry, Far East Division, Russian Academy of Sciences, Vladivostok, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung: New synthesis of 2-aminobenzo[ b ]selenophenes from 4-(2-chloroaryl)-1,2,3-selenadiazoles Content Type Journal Article Category Short Communications Pages 147-149 DOI 10.1134/S1070428012010265 Authors M. L. Petrov, St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 190013 Russia A. G. Lyapunova, St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 190013 Russia D. A. Androsov, St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 190013 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung:    Cycloalumination of cycloalkynes with triethylaluminum in the presence of zirconium complexes was performed for the first time, and new bicyclic aluminacyclopentenes were obtained in 74–94% yield. Content Type Journal Article Pages 1-7 DOI 10.1134/S1070428012010010 Authors V. A. D’yakonov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia L. F. Galimova, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia T. V. Tyumkina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia U. M. Dzhemilev, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung:    Previously unknown diastereoisomeric sulfoxides were synthesized by asymmetric oxidation of 2-neomenthylsulfanyl-substituted 1 H -imidazole, 1-methyl-1 H -imidazole, and 1 H -benzimidazole. Content Type Journal Article Pages 113-118 DOI 10.1134/S1070428012010186 Authors M. Ya. Demakova, Institute of Chemistry, Komi Research Center, Ural Division, Russian Academy of Sciences, Pervomaiskaya 48, Syktyvkar, 167982 Russia D. V. Sudarikov, Institute of Chemistry, Komi Research Center, Ural Division, Russian Academy of Sciences, Pervomaiskaya 48, Syktyvkar, 167982 Russia S. A. Rubtsova, Institute of Chemistry, Komi Research Center, Ural Division, Russian Academy of Sciences, Pervomaiskaya 48, Syktyvkar, 167982 Russia P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi 20, Yekaterinburg, 620219 Russia A. V. Kutchin, Institute of Chemistry, Komi Research Center, Ural Division, Russian Academy of Sciences, Pervomaiskaya 48, Syktyvkar, 167982 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung:    Oxidation of 1,1′-[3-(methylsulfanylmethyl)tetrahydro-2 H -thiopyran-3,5-diyl]diethanone with equivalent amounts of potassium iodate in glacial acetic acid and hydrogen peroxide in tetrahydrofuran and chloroform gave the corresponding mono- and disulfoxides and disulfone, respectively. Reactions of the title compound with sodium tetrahydridoborate and hydroxylamine hydrochloride afforded mono- and dihydroxy derivatives and monooxime, respectively. Content Type Journal Article Pages 94-98 DOI 10.1134/S1070428012010149 Authors L. A. Baeva, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia T. S. Nikitina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia A. A. Fatykhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia E. G. Galkin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia N. K. Lyapina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 1

Beschreibung: Two pathways in the reaction of tert -butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate with N,N -dimethylformamide dimethyl acetal Content Type Journal Article Category Short Communications Pages 1379-1381 DOI 10.1134/S1070428012100211 Authors A. I. Moskalenko, Lipetsk State Pedagogical University, ul. Lenina 42, Lipetsk, 398020 Russia V. I. Boev, Lipetsk State Pedagogical University, ul. Lenina 42, Lipetsk, 398020 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    C -Aryl- and C -carbamoylnitrones reacted with methyl 2-benzylidenecyclopropanecarboxylate in highly regioselective fashion to give the corresponding 1,3-dipolar cycloaddition products, substituted methyl 5-oxa-6-azaspiro[2.4]heptane-1-carboxylates as mixtures of two diastereoisomers. Content Type Journal Article Pages 1283-1288 DOI 10.1134/S1070428012100041 Authors A. P. Molchanov, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia T. Q. Tran, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Val-Val, Val-Thr, and Thr-Val dipeptides were synthesized using trifluoroacetyl protecting group. The optical rotations of the products were similar to those of samples synthesized using Boc protection, which indicated the absence of racemization in the course of introduction and removal of trifluoroacetyl protection. Content Type Journal Article Pages 1297-1301 DOI 10.1134/S1070428012100065 Authors Yu. M. Sorokina, Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072 Belarus A. A. Sladkova, Belarusian State University, Minsk, Belarus L. A. Popova, Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072 Belarus O. I. Shadyro, Belarusian State University, Minsk, Belarus V. A. Knizhnikov, Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072 Belarus Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung: [3 + 3]-nucleophilic addition of acyclic enamino ketones to dimethyl 1-aryl-4,5-dioxo-4,5-dihydro-1 H -pyrrole-2,3-dicarboxylates Content Type Journal Article Category Short Communications Pages 1377-1378 DOI 10.1134/S107042801210020X Authors P. S. Silaichev, Institute of Natural Sciences, Perm State National Research University, ul. Genkelya 4, Perm, 614990 Russia M. A. Chudinova, Perm State National Research University, Perm, Russia A. N. Maslivets, Institute of Natural Sciences, Perm State National Research University, ul. Genkelya 4, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung: Selective synthesis of 3-[1-(organylsulfanyl)ethyl]- and 3-[2-(organylsulfanyl)ethyl]-5-chloro-1 H -pyrazoles Content Type Journal Article Category Short Communications Pages 1388-1389 DOI 10.1134/S1070428012100259 Authors D. O. Samultsev, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia E. V. Rudyakova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia G. G. Levkovskaya, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Substituted 5-oxa-6-azaspiro[2.4]heptane-1,2-dicarboxylic acid esters synthesized by reaction of nitrones with dimethyl 3-methylidenecyclopropane-1,2-dicarboxylate were reduced with lithium tetrahydridoaluminate to the corresponding bis(hydroxymethyl)cyclopropanes. Alkaline hydrolysis of the title compounds gave substituted cyclopropane-1,2-dicarboxylic acids. In both cases, the 5-oxa-6-azaspiro[2.4]heptane fragment remained intact. Content Type Journal Article Pages 1323-1325 DOI 10.1134/S1070428012100107 Authors A. P. Molchanov, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia T. Q. Tran, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Peroxide products generated by ozonolysis of non-1-ene, 3-carene, stereoisomeric α-pinenes, (−)-limonene, and castor oil were subjected to transformations by the action of semicarbazide and hydrazine-1,2-dicarboxamide in methanol. Content Type Journal Article Pages 1272-1276 DOI 10.1134/S1070428012100028 Authors G. Yu. Ishmuratov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Yu. V. Legostaeva, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia L. P. Botsman, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. V. Nasibullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia L. R. Garifullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia R. R. Muslukhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. A. Tolstikov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Methyl 1-aryl-3-cinnamoyl-4,5-dioxo-4,5-dihydro-1 H -pyrrole-2-carboxylates reacted with 4-benzylamino- and 4-arylaminopent-3-en-2-ones to give 1-aryl-7-benzyl- and 1,7-diaryl-9-acetyl-4-cinnamoyl-3-hydroxy-8-methyl-1,7-diazaspiro[4.4]nona-3,8-diene-2,6-diones. The crystalline and molecular structures of 9-acetyl-4-cinnamoyl-3-hydroxy-1-(4-methoxyphenyl)-8-methyl-7-phenyl-1,7-diazaspiro[4.4]nona-3,8-diene-2,6-dione were studied by X-ray analysis. Content Type Journal Article Pages 1329-1332 DOI 10.1134/S1070428012100120 Authors P. S. Silaichev, Institute of Natural Sciences, Perm State National Research University, ul. Genkelya 4, Perm, 614990 Russia V. O. Filimonov, Perm State National Research University, Perm, Russia P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. Akademicheskaya/S. Kovalevskoi 22/20, Yekaterinburg, 620990 Russia A. N. Maslivets, Institute of Natural Sciences, Perm State National Research University, ul. Genkelya 4, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    2-Perfluoroalkanoylcyclopentane-1,3-diones were synthesized for the first time by acylation of cyclopentane-1,3-dione with perfluorocarboxylic acids in the presence of 1,1′-carbonyldiimidazole or with perfluorocarboxylic anhydrides in the presence of imidazole. 2-Perfluoroalkanoylcyclopentane-1,3-diones were selectively reduced to 2-(1-hydroxyperfluoroalkyl)cyclopentane-1,3-diones by the action of triethylsilane in trifluoroacetic acid in the presence of a catalytic amount of lithium perchlorate. Treatment of the title compounds with oxalyl chloride and subsequent reaction with 2 equiv of primary amine (4-fluoroaniline, 4-fluorobenzylamine, 3,4-difluoroaniline, 3-trifluoromethylbenzylamine) gave the corresponding 3-arylamino-2-perfluoroalkanoylcyclopent-2-en-1-ones. Content Type Journal Article Pages 1277-1282 DOI 10.1134/S107042801210003X Authors T. S. Khlebnikova, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus Yu. A. Piven’, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus V. G. Isakova, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus F. A. Lakhvich, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    A number of new alkoxy- and phenylsulfanyl-substituted 1,1-dihalospiro[2.2]pentanes bearing different halogen atoms were synthesized. 1,1-Dihalo-4- tert -butoxyspiro[2.2]pentanes reacted with methyllithium at −55 to −10°C to give exclusively 1- tert -butoxy-2-vinylidenecyclopropane. The reaction of 1-bromo-1-fluoro-4-phenylsulfanylspiro[2,2]pentane with methyllithium resulted in replacement of the fluorine atom by methyl group. Content Type Journal Article Pages 1265-1271 DOI 10.1134/S1070428012100016 Authors K. N. Sedenkova, Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991 Russia E. B. Averina, Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991 Russia I. S. Borisov, Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991 Russia Yu. K. Grishin, Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991 Russia V. B. Rybakov, Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991 Russia T. S. Kuznetsova, Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991 Russia N. S. Zefirov, Faculty of Chemistry, Moscow State University, Leninskie gory 1, Moscow, 119991 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    The equilibrium in the reversible rearrangement of 5-methyl-1,2,3-thiadiazole-4-carbothioamides into 5-amino-4-thioacetyl-1,2,3-thiadiazoles is displaced toward the former, and polar solvents favor increased fraction of the thioketone. Content Type Journal Article Pages 1333-1336 DOI 10.1134/S1070428012100132 Authors P. E. Prokhorova, Yeltsin Ural Federal University, ul. Mira 19, Yekaterinburg, 620002 Russia T. A. Kalinina, Yeltsin Ural Federal University, ul. Mira 19, Yekaterinburg, 620002 Russia T. V. Glukhareva, Yeltsin Ural Federal University, ul. Mira 19, Yekaterinburg, 620002 Russia Yu. Yu. Morzherin, Yeltsin Ural Federal University, ul. Mira 19, Yekaterinburg, 620002 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Conformational analysis of bis(2-phenylalkyl)phosphine selenides was performed by the dipole moment method and quantum-chemical calculations. Bis(2-phenylpropyl)phosphine selenide was found to exist as a mixture of several conformers, the most energetically favorable of which being characterized by gauche (non-eclipsed) orientation of the P=Se and bonds. Content Type Journal Article Pages 1320-1322 DOI 10.1134/S1070428012100090 Authors Ya. A. Vereshchagina, Kazan (Volga Region) Federal University, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan, Russia D. V. Chachkov, Kazan Branch, Joint Supercomputer Center of the Russian Academy of Sciences, Kazan, Tatarstan, Russia A. Z. Alimova, Kazan (Volga Region) Federal University, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan, Russia E. A. Ishmaeva, Kazan (Volga Region) Federal University, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan, Russia S. F. Malysheva, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    1,3- Alternate and cone stereoisomers of tetrathiacalix[4]arene and 4- tert -butyltetrathiacalix[4]arene functionalized by carbohydrazide groups reacted with 3,5-di- tert -butyl-4-hydroxybenzaldehyde to give the corresponding hydrazones having sterically hindered phenol fragments. Content Type Journal Article Pages 1360-1365 DOI 10.1134/S107042801210017X Authors S. N. Podyachev, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia T. A. Barsukova, Kazan National Research Technological University, Kazan, Tatarstan, Russia S. V. Bukharov, Kazan National Research Technological University, Kazan, Tatarstan, Russia V. V. Syakaev, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia S. N. Sudakova, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia G. N. Nugumanova, Kazan National Research Technological University, Kazan, Tatarstan, Russia A. I. Konovalov, Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Three synthetic approaches to triterpene-spermidine conjugate coupled at the C 3 atom have been tested. The best yield was obtained by reductive amination of betulonic acid methyl ester with spermidine. Content Type Journal Article Pages 1366-1369 DOI 10.1134/S1070428012100181 Authors O. B. Kazakova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. V. Giniyatullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia N. I. Medvedeva, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. A. Tolstikov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung: Synthesis of 1-(arylsulfonyl)pyrazolo[1,5- a ]pyridines Content Type Journal Article Category Short Communications Pages 1382-1383 DOI 10.1134/S1070428012100223 Authors S. A. Mamedov, Guliyev Institute of Chemistry of Additives, National Academy of Sciences of Azerbaijan, pr. G. Dzhavida 29, Baku, Az1143 Azerbaijan L. M. Shakhgel’dieva, Guliyev Institute of Chemistry of Additives, National Academy of Sciences of Azerbaijan, pr. G. Dzhavida 29, Baku, Az1143 Azerbaijan S. I. Mamedova, Guliyev Institute of Chemistry of Additives, National Academy of Sciences of Azerbaijan, pr. G. Dzhavida 29, Baku, Az1143 Azerbaijan N. P. Ladokhina, Guliyev Institute of Chemistry of Additives, National Academy of Sciences of Azerbaijan, pr. G. Dzhavida 29, Baku, Az1143 Azerbaijan I. Sh. Guseinov, Guliyev Institute of Chemistry of Additives, National Academy of Sciences of Azerbaijan, pr. G. Dzhavida 29, Baku, Az1143 Azerbaijan Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Optimal conditions were found for induced hydroxyhalogenation of cyclic dienes (tetrahydroindene, 4-vinylcyclohexene and 5-vinyl- and 5-cyclohexenylbicyclo[2.2.1]hept-2-enes) in the system [MHlg-HA or HHlg]-H 2 O 2 (or NaClO). Dehydrohalogenation of the chloro- and bromohydrins thus obtained with powdered potassium carbonate gave the corresponding diepoxy derivatives, and their hydrolysis led to mixtures of stereoisomeric tetrahydric alcohols. Content Type Journal Article Pages 1302-1308 DOI 10.1134/S1070428012100077 Authors Kh. M. Alimardanov, Mamedaliev Institute of Petrochemical Processes, National Academy of Sciences of Azerbaijan, pr. Khodzhaly 30, Baku, AZ 1025 Azerbaijan O. A. Sadygov, Mamedaliev Institute of Petrochemical Processes, National Academy of Sciences of Azerbaijan, pr. Khodzhaly 30, Baku, AZ 1025 Azerbaijan N. I. Garibov, Mamedaliev Institute of Petrochemical Processes, National Academy of Sciences of Azerbaijan, pr. Khodzhaly 30, Baku, AZ 1025 Azerbaijan M. Ya. Abdullaeva, Mamedaliev Institute of Petrochemical Processes, National Academy of Sciences of Azerbaijan, pr. Khodzhaly 30, Baku, AZ 1025 Azerbaijan Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    New N -aryl(phenoxy, benzylidene)acetyl-1,4-benzoquinone monoimines were synthesized by reaction of aminophenols with arylacetyl, phenoxyacetyl, and cinnamoyl chlorides in dimethylformamide-acetic acid (1: 3) in the presence of anhydrous sodium acetate. Structural parameters of the products and their probable biological activity were determined. Content Type Journal Article Pages 1309-1319 DOI 10.1134/S1070428012100089 Authors A. P. Avdeenko, Donbass State Engineering Academy, ul. Shkadinova 72, Kramatorsk, 84313 Ukraine S. A. Konovalova, Donbass State Engineering Academy, ul. Shkadinova 72, Kramatorsk, 84313 Ukraine V. M. Vasil’eva, Donbass State Engineering Academy, ul. Shkadinova 72, Kramatorsk, 84313 Ukraine O. V. Shishkin, Institute of Single Crystals, National Academy of Sciences of Ukraine, Kharkov, Ukraine G. V. Palamarchuk, Institute of Single Crystals, National Academy of Sciences of Ukraine, Kharkov, Ukraine V. N. Baumer, Institute of Single Crystals, National Academy of Sciences of Ukraine, Kharkov, Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Amino acetals of the general formula MeCH(OR)(OXNH 2 ) (R = Et, Bu, X = CH 2 CH 2 , CH 2 CH 2 CH 2 , CH 2 CMe 2 ) were synthesized in 53–91% yield by acid-catalyzed reaction of N -(2-hydroxyethyl)-, N -(3-hydroxypropyl)-, and N -(2-hydroxy-1,1-dimethylethyl)-2,2,2-trifluoroacetamides with vinyl ethers, followed by removal of the trifluoroacetyl protection by alkaline hydrolysis. Content Type Journal Article Pages 1289-1296 DOI 10.1134/S1070428012100053 Authors N. A. Lobanova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia V. K. Stankevich, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia B. F. Kukharev, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Conformational analysis of 4-methyl-2-trimethylsiloxy-1,3,2-dioxaphosphinane was performed by the dipole moment method and quantum-chemical calculations. The 1,3,2-dioxaphosphinane heteroring was found to adopt a chair conformation with equatorial orientation of the 4-methyl group and axial orientation of the irregular trimethylsiloxy substituent. The conformational equilibrium involves non-eclipsed gauche and trans conformers (the latter prevailing) interconvertible through rotation about the exocyclic P-O bond. Content Type Journal Article Pages 1326-1328 DOI 10.1134/S1070428012100119 Authors Ya. A. Vereshchagina, Kazan (Volga Region) Federal University, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan, Russia E. A. Ishmaeva, Kazan (Volga Region) Federal University, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan, Russia D. V. Chachkov, Kazan Branch, Joint Supercomputer Center of the Russian Academy of Sciences, Kazan, Tatarstan, Russia A. Z. Alimova, Kazan (Volga Region) Federal University, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Oxidation of dipterocarpol and its derivatives with ozone gave compounds containing lactone, lactol, alkoxytetrahydrofuran, aldehyde, and methyl ketone fragments in the side chain, as well as 1,2,4-trioxolane fragment in the A ring. The molecular and crystalline structures of dipterocarpol were determined by X-ray analysis. Content Type Journal Article Pages 1370-1376 DOI 10.1134/S1070428012100193 Authors I. E. Smirnova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia H. Do Thi Thu, Institute of Chemistry, Vietnam Academy of Sciences and Technologies, Hanoi, Vietnam O. B. Kazakova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. A. Tolstikov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia O. S. Kukovinets, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia A. N. Lobov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia K. Yu. Suponitskii, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Adenine complexes with nitrosonium ion have been studied by the RI-MP2/L1 quantum-chemical method. Addition of nitrosonium ion to adenine tautomers produces a set of nitrosonium complexes of different types (1η–3η). n -Complexes involving NO + coordination to nitrogen atoms are more energetically favorable than π-complexes. The global minimum on the potential energy surface is occupied by the complex of 7 H -adenine tautomer with nitrosonium ion coordinated at the N 3 atom. Content Type Journal Article Pages 1337-1344 DOI 10.1134/S1070428012100144 Authors R. V. Andreev, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia G. I. Borodkin, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia V. G. Shubin, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung: Synthesis of 2,6-diazatricyclododecanes from 2-hydroxy-3,5-dinitropyridine Content Type Journal Article Category Short Communications Pages 1384-1385 DOI 10.1134/S1070428012100235 Authors E. V. Morozova, Tolstoy Tula State Pedagogical University, pr. Lenina 125, Tula, 300026 Russia I. E. Yakunina, Tolstoy Tula State Pedagogical University, pr. Lenina 125, Tula, 300026 Russia I. V. Blokhin, Tula State University, Tula, Russia I. V. Shakhkel’dyan, Tolstoy Tula State Pedagogical University, pr. Lenina 125, Tula, 300026 Russia Yu. M. Atroshchenko, Tolstoy Tula State Pedagogical University, pr. Lenina 125, Tula, 300026 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    A procedure has been proposed for the synthesis of monoazacrown ethers by reaction of N -benzyldiethanolamine with oligo(ethylene glycol) bis- p -toluenesulfonates in a two-phase system aromatic hydrocarbon-50% aqueous alkali, followed by removal of the benzyl group by catalytic hydrogenolysis. The maximal yields of N -benzylaza-12-crown-4, -18-crown-6, and -21-crown-7 were achieved by adding 4–10 equiv of LiCl, BaBr 2 , and CsCl, respectively, to the reaction mixture, which probably indicated template effect. Content Type Journal Article Pages 1345-1352 DOI 10.1134/S1070428012100156 Authors N. G. Luk’yanenko, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine S. S. Basok, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine E. Yu. Kulygina, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine T. Yu. Bogashchenko, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine I. S. Yakovenko, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    New crownophanes containing 2,7-dioxyfluorenone and 4,4′-dioxystilbene fragments linked through di-, three, tetra-, and pentaethylene glycol linkers were synthesized. The formation of pseudorotaxanetype host-guest complexes in reactions of these crownophanes with 1,1′-dimethyl-4,4′-bipyridinium dication was detected by fast atom bombardment mass spectrometry, 1 H NMR, and electron spectroscopy. Content Type Journal Article Pages 1353-1359 DOI 10.1134/S1070428012100168 Authors A. Yu. Lyapunov, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine T. I. Kirichenko, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine E. Yu. Kulygina, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine N. G. Luk’yanenko, Bogatskii Physicochemical Institute, National Academy of Sciences of Ukraine, Lyustdorfskaya doroga 86, Odessa, 65080 Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 10

Beschreibung:    Treatment of ethyl 7-amino-3- tert -butyl-4-oxo-4,6-dihydropyrazolo[5,1- c ][1,2,4]triazine-8-carboxylate with P 2 S 5 in pyridine gave ethyl 7-amino-3- tert -butyl-4-thioxo-4,6-dihydropyrazolo[5,1- c ][1,2,4]triazine-8-carboxylate which was subjected to acylation, decarboxylation, and hydrazinolysis. Content Type Journal Article Pages 1226-1228 DOI 10.1134/S1070428012090138 Authors L. M. Mironovich, Southwest State University, ul. 50 let Oktyabrya 94, Kursk, 305040 Russia M. V. Kostina, Southwest State University, ul. 50 let Oktyabrya 94, Kursk, 305040 Russia A. V. Bozhok, Southwest State University, ul. 50 let Oktyabrya 94, Kursk, 305040 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung: Two methods for generation of aroyl(quinoxalin-2-yl)ketene Content Type Journal Article Category Short Communications Pages 1261-1262 DOI 10.1134/S1070428012090229 Authors P. S. Silaichev, Institute of Natural Science, Perm State National Research University, ul. Genkelya 4, Perm, 614990 Russia A. N. Maslivets, Institute of Natural Science, Perm State National Research University, ul. Genkelya 4, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung: Unusual reaction of adamantane-1-carboxylic acid and adamantane-1-carbonyl chloride with acetonitrile and carbon tetrachloride in the presence of VO(acac) 2 Content Type Journal Article Category Short Communications Pages 1252-1253 DOI 10.1134/S1070428012090187 Authors R. I. Khusnutdinov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia N. A. Shchadneva, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia Yu. Yu. Mayakova, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia U. M. Dzhemilev, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung: Synthesis of some oxygen-containing heterocycles from methyl 3-hydroxyphenylcarbamate Content Type Journal Article Category Short Communications Pages 1254-1256 DOI 10.1134/S1070428012090199 Authors A. V. Velikorodov, Astrakhan State University, pl. Shaumyana 1, Astrakhan, 414000 Russia V. A. Ionova, Astrakhan State University, pl. Shaumyana 1, Astrakhan, 414000 Russia S. I. Temirbulatova, Astrakhan State University, pl. Shaumyana 1, Astrakhan, 414000 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    5-Substituted furan-2(3 H )-ones and 1-phenyl-1 H -pyrrol-2(3 H )-ones reacted with diazonium salts derived from substituted anilines and 1 H -1,2,4-triazol-5-amine to give azo coupling products at the methylene group in the heteroring. The products were found to exist as hydrazone tautomers. Content Type Journal Article Pages 1229-1232 DOI 10.1134/S107042801209014X Authors D. N. Gavkus, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia O. A. Maiorova, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia M. Yu. Borisov, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia A. Yu. Egorova, Chernyshevskii Saratov State University, ul. Astrakhanskaya 83, Saratov, 410012 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung: Synthesis of dispiro hetero analogs of pyrrolizidine alkaloids Content Type Journal Article Category Short Communications Pages 1257-1258 DOI 10.1134/S1070428012090205 Authors V. V. Konovalova, Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, Perm, Russia Yu. V. Shklyaev, Institute of Technical Chemistry, Ural Division, Russian Academy of Sciences, Perm, Russia A. N. Maslivets, Perm State University, ul. Bukireva 15, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Oxidation of 3-methyl-2-sulfanylquinazolin-4(3 H )-one with chlorine dioxide under different conditions gave 2,2′-disulfanediylbis[3-methylquinazolin-4(3 H )-one], 3-methyl-4-oxo-3,4-dihydroquinazoline-2-sulfonic acid, 3-methylquinazoline-2,4(1 H ,3 H )-dione, 6-chloro-3-methylquinazoline-2,4(1 H ,3 H )-dione, and N , N -diethyl-3-methyl-4-oxo-3,4-dihydroquinazoline-2-sulfonamide. Content Type Journal Article Pages 1222-1225 DOI 10.1134/S1070428012090126 Authors O. M. Lezina, Institute of Chemistry, Komi Research Center, Ural Division, Russian Academy of Sciences, ul. Pervomaiskaya 48, Syktyvkar, 167982 Russia S. A. Rubtsova, Institute of Chemistry, Komi Research Center, Ural Division, Russian Academy of Sciences, ul. Pervomaiskaya 48, Syktyvkar, 167982 Russia V. A. Polukeev, Vekton Closed Corporation, St. Petersburg, Russia A. V. Kutchin, Institute of Chemistry, Komi Research Center, Ural Division, Russian Academy of Sciences, ul. Pervomaiskaya 48, Syktyvkar, 167982 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    The activation parameters for the reactions of 4-nitrophenyl acetate with 4-chlorophenol and benzenethiol in the presence of potassium carbonate in dimethylformamide were determined. Depending on the substrate structure, the enthalpy and entropy of activation decrease in going from 4-nitrophenyl acetate to 4-nitrophenyl benzoate, while the Gibbs energy of activation increases. Content Type Journal Article Pages 1197-1199 DOI 10.1134/S1070428012090084 Authors I. A. Os’kina, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Mannich reactions of ethyl 1-aryl-2,2,2-trifluoroethylidenecarbamates and ureas with acetone in the presence of L-proline gave 1-aryl-3-oxo-1-(trifluoromethyl)butylcarbamates and ureas with an enantiomeric excess of 24–54%. Content Type Journal Article Pages 1187-1190 DOI 10.1134/S1070428012090060 Authors N. M. Golovach, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine V. N. Tkachuk, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine V. A. Sukach, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine M. V. Vovk, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Reactions of some 1,5-diketones with 2-aminobenzyl alcohol and 2-aminomethylaniline follow double cyclization scheme with formation of pyridobenzoxazine and pyridoquinazoline derivatives, respectively. Oxidative coupling of the cyclization products with CH acids occurs at the 4-position of the pyridine ring. Content Type Journal Article Pages 1180-1186 DOI 10.1134/S1070428012090059 Authors O. Yu. Slabko, Far East Federal University, ul. Oktyabr’skaya 27, Vladivostok, 690600 Russia A. V. Kachanov, Far East Federal University, ul. Oktyabr’skaya 27, Vladivostok, 690600 Russia V. A. Kaminskii, Far East Federal University, ul. Oktyabr’skaya 27, Vladivostok, 690600 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Copper compounds of the general formula CuX n (X = Cl, Br, I, acac, OAc, C 7 H 4 O 3 , C 7 H 5 O 2 ; n = 1, 2) activated by carbon tetrabromide catalyzed intermolecular dehydration of primary and secondary alcohols with formation of the corresponding ethers. Content Type Journal Article Pages 1191-1196 DOI 10.1134/S1070428012090072 Authors R. I. Khusnutdinov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia A. R. Bayguzina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia L. I. Gimaletdinova, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia U. M. Dzhemilev, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    2-(1-Iodoethyl)-3,5-dimethyl-1-(4-methylphenylsulfonyl)-2,3-dihydro-1 H -indole reacted with pyridine, piperidine, N -alkylpiperidines, and dimethylformamide to give dehydrohalogenation and halogen substitution products whose ratio depended on the reagent structure. Heating of 2-(1-iodoethyl)-3,5-dimethyl-1-methylsulfonyl-2,3-dihydro-1 H -indole with piperidine resulted in the formation of only dehydroiodination products. Content Type Journal Article Pages 1200-1209 DOI 10.1134/S1070428012090096 Authors G. G. Mazgarova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia A. M. Absalyamova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia R. R. Gataullin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Previously unknown seven-membered lactones, (1 R ,1′ R ,5 S ,5′ S )-5,5′-oxybis(1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one), 2,2-dimethyl-1,6-dioxaspiro[2.6]nonan-7-one, 4-(1-hydroxy-1-methylethyl)-7-methyloxepan-2-one, and (4 R ,4′ R ,7 S ,7′ S )-4,4′-[oxybis(propane-2,2-diyl)]bis(7-methyloxepan-2-one), were synthesized by the Baeyer-Villiger reaction using Caro’s acid as a result of oxidative and skeletal transformations of bicyclic monoterpene ketones, (+)-camphor, (+)-nopinone, and (−)-isocaranone. Content Type Journal Article Pages 1210-1215 DOI 10.1134/S1070428012090102 Authors G. Yu. Ishmuratov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia V. A. Vydrina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia M. P. Yakovleva, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Yu. A. Galkina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia I. F. Lobko, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia R. R. Muslukhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia E. M. Vyrypaev, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia A. G. Tolstikov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Furfuryl and tetrahydrofurfuryl vinyl ethers reacted with various alcohols under mild conditions (20–25°C, 1–3 h, 1 wt % of CF 3 COOH) with high chemo- and regioselectivity to give the corresponding Markovnikov adducts at the vinyl group in up to 93% yield. Content Type Journal Article Pages 1162-1167 DOI 10.1134/S1070428012090023 Authors L. A. Oparina, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia O. V. Vysotskaya, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia A. V. Stepanov, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia N. K. Gusarova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia B. A. Trofimov, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Bromomethyl cyclopent-1-enyl sulfone and bromomethyl cyclohex-1-enyl sulfone reacted with dimethyl malonate and malononitrile sodium salts in THF at 20–50°C to give products of Michael-induced Ramberg-Bäcklund reaction, functionalized derivatives of methylidenecyclopentane and methylidenecyclohexane. Reactions of bromomethyl hex-1-en-1-yl sulfone and bromomethyl hept-1-en-1-yl sulfones with the same sodium enolates followed the Michael-induced ring closure pattern with formation of tetrahydrothiophene 1,1-dioxide derivatives containing allylmalonic acid derivatives as impurities. Factors responsible for the different reaction pathways of cyclic and acyclic bromomethyl sulfones are discussed. Content Type Journal Article Pages 1173-1179 DOI 10.1134/S1070428012090047 Authors V. A. Vasin, Ogarev Mordovian State University, ul. Bolshevistskaya 68, Saransk, 430005 Russia I. Yu. Bolusheva, Ogarev Mordovian State University, ul. Bolshevistskaya 68, Saransk, 430005 Russia V. V. Razin, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    The review considers transformations of ecdysteroids (mostly of 20-hydroxyecdysone and its derivatives) involving the A, B, C, and D rings of the steroid skeleton and the side chain, which are used in the synthesis of minor phyto- and zooecdysteroids and structural analogs of ecdysteroids. Content Type Journal Article Category Review Pages 1137-1161 DOI 10.1134/S1070428012090011 Authors N. A. Ves’kina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia V. N. Odinokov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    ( R )- and ( S )-Ipsdienols, components of pheromones of bark beetles of the Ips family, were synthesized with high enantiomeric purity (〉98%) from 8-chloro-2-methyl-6-methylideneoct-2-en-4-ol prepared from ethyl 3-chloropropionate via cyclopropanation according to Kulinkovich. 8-Chloro-2-methyl-6-methylideneoct-2-en-4-ol was converted into the corresponding hydrogen phthalate whose stereoisomeric salts with ( R )- and ( S )-1-phenylethanamines were separated by crystallization, and subsequent hydrolysis of the latter and dehydrohalogenation with potassium tert -butoxide gave targeted ( R )- and ( S )-ipsdienols. Content Type Journal Article Pages 1168-1172 DOI 10.1134/S1070428012090035 Authors V. N. Kovalenko, Belarusian State University, pr. Nezavisimosti 4, Minsk, 220030 Belarus E. A. Matyushenkov, Belarusian State University, pr. Nezavisimosti 4, Minsk, 220030 Belarus Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Quantum-chemical calculations at the RI-MP2/L1 level of theory showed that the most energetically favorable complexes of uracil and thymine with nitrosonium cation are those of n -type with NO + coordination at the nitrogen or oxygen atom. A correlation was found between the experimental and calculated affinities of the dioxo tautomer of thymine for nitrosonium ion ( A NO + ). A linear relation was revealed between A NO + values for structurally similar tautomers of uracil and thymine. Content Type Journal Article Pages 1216-1221 DOI 10.1134/S1070428012090114 Authors R. V. Andreev, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia G. I. Borodkin, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia V. G. Shubin, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    The direction of ionic hydrogenation of estra-1,3,5(10),8,14-pentaenes with triethylsilane in the presence of trifluoroacetic acid is determined by the nature of substituents in the A and B rings. The hydrogenation of 7β-methyl-3-methoxy-D-homo-6-oxaestra-1,3,5(10),8,14-pentaen-17aβ-yl acetate gives mainly 9β-analog, which provides the possibility for synthesizing new inhibitors of enzymes responsible for metabolism of steroidal estrogens. Content Type Journal Article Pages 1245-1251 DOI 10.1134/S1070428012090175 Authors S. N. Morozkina, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia S. K. Nikol’skaya, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia A. S. Chentsova, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia A. S. Drozdov, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia G. L. Starova, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia S. I. Selivanov, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia A. G. Shavva, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    Thermolysis of 3-aroylpyrrolo[1,2- d ][1,4]benzoxazine-1,2,4(4 H )-triones generates aroyl(2-oxo-1,4-benzoxazin-3-yl)ketenes which react as dienes at the aroylketene fragment in [4 + 2]-cycloaddition at the C=N bond of N,N ′-dicyclohexylcarbodiimide with formation of 3-[6-aryl-4-oxo-3-cyclohexyl-2-cyclohexylimino-3,4-dihydro-2 H -1,3-oxazin-5-yl]-2 H -1,4-benzoxazin-2-ones. Thermolysis of the latter is accompanied by elimination of N,N ′-dicyclohexylcarbodiimide, and aroyl(2-oxo-1,4-benzoxazin-3-yl)ketenes thus generated undergo cyclodimerization to produce 7-aroyl-6,10-dioxo-9-(2-oxo-2 H -1,4-benzoxazin-3-yl)-6,10-dihydrobenzo[ b ]pyrido[1,2- d ][1,4]oxazin-8-yl benzoates. Content Type Journal Article Pages 1233-1237 DOI 10.1134/S1070428012090151 Authors V. A. Maslivets, Perm State National Research University, ul. Bukireva 15, Perm, 614990 Russia A. N. Maslivets, Perm State National Research University, ul. Bukireva 15, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung: Synthesis of the first representative of 2-pyrazolyl-1,3-diselenanes, 3,5-dimethyl-1-(prop-2-en-1-yl)-4-(1,3-diselenan-2-yl)-1 H -pyrazole Content Type Journal Article Category Short Communications Pages 1259-1260 DOI 10.1134/S1070428012090217 Authors L. K. Papernaya, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia A. A. Shatrova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia E. P. Levanova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia A. I. Albanov, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia E. V. Rudyakova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia G. G. Levkovskaya, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung: New synthesis of poly(phenothiazine-3,7-diyl) Content Type Journal Article Category Short Communications Pages 1263-1264 DOI 10.1134/S1070428012090230 Authors L. G. Shagun, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia I. A. Dorofeev, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia I. A. Tokareva, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia V. I. Smirnov, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia V. A. Shagun, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia M. G. Voronkov, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    A new disaccharide block for OSW-1 natural steroidal antitumor agent was described. Regioisomeric 2- and 3- O - p -methoxybenzoyl derivatives of phenyl 1-thio-β- d -xylopyranoside and phenyl 2- O -acetyl-1-thio-β- l -arabinopyranoside derivatives blocked at positions 3 and 4 by R 3 Si groups were synthesized with a view to use them in the preparation of OSW-1 analogs modified at the disaccharide fragment. Content Type Journal Article Pages 1238-1244 DOI 10.1134/S1070428012090163 Authors L. S. Khasanova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia F. A. Gimalova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Z. R. Valiullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia N. K. Selezneva, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia R. M. Ganieva, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia L. V. Spirikhin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia M. S. Miftakhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 9

Beschreibung:    3,5-Disubstituted 1,4-dihydropyridazine-4-carboxylic and 4,6-disubstituted 2,5-dihydropyridazine-3,5-dicarboxylic acid esters undergo isomerization into 2,5-dihydropyridazine-4-carboxylate and 1,4-dihydropyridazine-3,5-dicarboxylate derivatives, respectively, by the action of a catalytic amount of a mineral acid or strong base at 20°C. The transformation may be regarded as prototropic rearrangement, and it includes two consecutive 1,2-hydride shifts. The direction of the isomerization is determined by higher thermodynamic stability of the isomer containing a β-aminoacrylate fragment. Content Type Journal Article Pages 434-438 DOI 10.1134/S1070428012030177 Authors V. V. Razin, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia M. E. Yakovlev, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia V. A. Vasin, Ogarev Mordovian State University, Saransk, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Methyl 1-bromocyclopentanecarboxylate and methyl 1-bromocyclohexanecarboxylate reacted with zinc and 2-arylmethylidene-2,3-dihydro-1 H -inden-1-ones or 2-arylmethylidene-3,4-dihydronaphthalen-1(2 H )-ones to give 4′-aryl-4′,5′-dihydro-2′ H -spiro[cyclopentane(cyclohexane)-1,3′-indeno[1,2- b ]pyran]-2′-ones or 4-aryl-5,6-dihydrospiro[benzo[ h ]chromene-3,1′-cyclopentane(cyclohexane)]-2(4 H )-ones, respectively. Content Type Journal Article Pages 368-372 DOI 10.1134/S1070428012030050 Authors N. F. Kirillov, Perm State University, ul. Bukireva 15, Perm, 614990 Russia A. G. Gavrilov, Perm State University, ul. Bukireva 15, Perm, 614990 Russia M. I. Vakhrin, Perm State University, ul. Bukireva 15, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Electrophilic substitution reactions (formylation and acylation) in the series of 2-[2-(2-furyl)vinyl]- and 2-[2-(2-thienyl)vinyl]benzothiazoles leads to the corresponding derivatives at the α-position of the furan or thiophene ring. The presence of a vinylene bridge weakens deshielding effect of the benzothiazole fragment on π-excessive heterocycles, so that such compounds react at a higher rate and under milder conditions as compared to hetarylbenzothiazoles having no vinylene bridge. Content Type Journal Article Pages 423-425 DOI 10.1134/S1070428012030141 Authors E. V. Drobysheva, South Russian State Technical University (Novocherkassk Polytechnic Institute), ul. Prosveshcheniya 132, Novocherkassk, 346428 Russia A. A. Aleksandrov, South Russian State Technical University (Novocherkassk Polytechnic Institute), ul. Prosveshcheniya 132, Novocherkassk, 346428 Russia M. M. El’chaninov, South Russian State Technical University (Novocherkassk Polytechnic Institute), ul. Prosveshcheniya 132, Novocherkassk, 346428 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Heating of the bromination product of 4-methyl-3,6-dihydro-2 H -pyran with 4-toluidine or 2-bromo-4-methylamiline in triethylamine gave 4-methyl- N -(4-methylphenyl)- and N -(2-bromo-4-methylphenyl)-4-methyl-3,6-dihydro-2 H -pyran-3-amines which were converted into the corresponding amides by reaction with bromo- or chloroacetyl chloride. 1-{4a,6-Dimethyl-4a,9a-dihydropyrano[3,4- b ]indol-9(1 H )-yl} ethanone was synthesized in good yield by heating N -(2-bromo-4-methylphenyl)- N -(4-methyl-3,6-dihydro-2 H pyran-3-yl)acetamide in boiling toluene in the presence of palladium(II) acetate, triphenylphosphine, copper(II) acetate, triethylamine, and potassium carbonate. Content Type Journal Article Pages 383-386 DOI 10.1134/S1070428012030086 Authors D. A. Skladchikov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia A. A. Fatykhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia R. R. Gataullin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Three-component reaction of N -methyl- or N,N -diethyl-3-oxobutanamide with aromatic aldehydes and tetrazol-5-amine monohydrate gave the corresponding N-substituted 7-aryl-5-methyl-4,7-dihydrotetrazolo-[1,5- a ]pyrimidine-6-carboxamides. Content Type Journal Article Pages 419-422 DOI 10.1134/S107042801203013X Authors V. L. Gein, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia T. M. Zamaraeva, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia N. V. Nosova, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia M. I. Vakhrin, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia P. A. Slepukhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi 20, Yekaterinburg, 620219 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung: Synthesis of N-substituted 2,3-dichlorobicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid imides Content Type Journal Article Category Short Communications Pages 469-472 DOI 10.1134/S1070428012030256 Authors Ya. M. Nagiev, Nagiev Institute of Chemical Problems, National Academy of Sciences of Azerbaijan, pr. G. Dzhavida 29, Baku, Az-1143 Azerbaijan Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Reactions of 5-nitrospiro[benzimidazole-2,1′-cyclohexane] 1,3-dioxide with aliphatic amines and sodium hydroxide resulted in removal of one N -oxide oxygen atom and formation of 4-alkylamino- or 4-hydroxy-substituted 5-nitrospiro[benzimidazole-2,1′-cyclohexane] 1-oxides, respectively. The title compound reacted with ammonia and methylamine in the presence of MnO 2 with conservation of both N -oxide moieties, and the products were 4-amino- and 4-methylamino-5-nitrospiro[benzimidazole-2,1′-cyclohexane] 1,3-dioxides. The reactions with aromatic amines were accompanied by removal of both N -oxide oxygen atoms with formation of N -aryl-5-nitrospiro[benzimidazole-2,1′-cyclohexane]-4-amines. In the reactions of 5-nitrospiro-[benzimidazole-2,1′-cyclohexane] 1,3-dioxide with sodium azide and aromatic amine hydrochlorides nucleophilic replacement of the 5-nitro group by azido or arylamino occurred, in the first case both N -oxide fragments being conserved. The reactions with aromatic amine hydrochlorides afforded N -aryl-5-nitrospiro[benzimidazole-2,1′-cyclohexan]-4-amine 1-oxides. Treatment of 5-nitrospiro[benzimidazole-2,1′-cyclohexane] 1,3-dioxide with sodium cyanide led to the formation of 5-oxo-3,5-dihydrospiro[benzimidazole-2,1′-cyclohexane]-4-carbonitrile 1-oxide. Content Type Journal Article Pages 399-410 DOI 10.1134/S1070428012030116 Authors V. A. Samsonov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia Yu. V. Gatilov, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia V. A. Savel’ev, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia S. S. Baranova, Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    The Schiff base obtained by condensation of furfural with (+)-α-methylbenzylamine was reduced with sodium tetrahydridoborate, and the resulting amine was alkylated with methyl iodide to obtain the corresponding chiral tertiary amine. Oxidation of the reduction product with m -chloroperoxybenzoic acid gave (1 R )- N -(furan-2-ylmethylidene)-1-phenylethanamine N -oxide. Content Type Journal Article Pages 439-441 DOI 10.1134/S1070428012030189 Authors Z. R. Valiullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia S. S. Gataullin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia B. Ya. Tsirel’son, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia R. F. Valeev, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia M. S. Miftakhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    25-Fluoroponasterone A diacetonide reacted with lithium in liquid ammonia to give 25-fluoro-9α,20-dihydroxyecdysone diacetonide whose hydrolysis afforded 25-fluoro-9α,20-dihydroxyecdysone 20,22-acetonide. Nonfluorinated analog of the latter was isolated previously from Silene italica ssp. nemoralis . Content Type Journal Article Pages 463-466 DOI 10.1134/S1070428012030232 Authors S. R. Afon’kina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia R. G. Savchenko, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia N. A. Ves’kina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia I. V. Galyautdinov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia V. N. Odinokov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    New sulfur-containing butano-4-lactones were synthesized by reaction of diethyl 2-alkyl-2-(oxiran-2-ylmethyl)malonates with biphenyl-4,4′-dithiol, (biphenyl-4,4′-diyl)dimethanethiol, and (2,4,6-trimethylbenzene-1,3-diyl)dimethanethiol. Opening of the oxirane ring in the initial ester followed the Krasuskii rule. Content Type Journal Article Pages 373-375 DOI 10.1134/S1070428012030062 Authors E. G. Mesropyan, Yerevan State University, A. Manoogian st. 1, Yerevan, 0025 Armenia A. S. Galstyan, Yerevan State University, A. Manoogian st. 1, Yerevan, 0025 Armenia A. A. Avetisyan, Yerevan State University, A. Manoogian st. 1, Yerevan, 0025 Armenia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    3-Polyfluoroalkyl-6,6-dimethyl-7-(1 H -1,2,3-triazol-1-yl)-6,7-dihydro-1 H -indazol-4(5 H )-ones were synthesized with high regioselectivity by 1,3-dipolar cycloaddition of terminal alkynes (phenylacetylene, hex- 1-yne, hept-1-yne, and but-3-yn-1-ol) to 7-azido-6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1 H -indazol-4(5 H )-ones which were prepared by bromination of 6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1 H -indazol- 4(5 H )-ones with N -bromosuccinimide in anhydrous carbon tetrachloride, followed by treatment of the corresponding 7-bromo derivatives with sodium azide. Content Type Journal Article Pages 411-418 DOI 10.1134/S1070428012030128 Authors T. S. Khlebnikova, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus Yu. A. Piven’, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus A. V. Baranovskii, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus F. A. Lakhvich, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141 Belarus Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Transformations of 4-oxo-4 H -chromene-3-carbaldehyde in the presence of pentacarbonyliron and HMPA in benzene and toluene were studied, and their probable mechanism was proposed. The structure of 3-(4-oxochroman-3-ylmethyl)-4 H -chromen-4-one was determined by spectral methods and X-ray analysis. Content Type Journal Article Pages 451-455 DOI 10.1134/S1070428012030207 Authors A. A. Ambartsumyan, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia T. T. Vasil’eva, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia O. V. Chakhovskaya, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia N. E. Mysova, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia V. A. Tuskaev, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia V. N. Khrustalev, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia K. A. Kochetkov, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Ozonolysis of 19β,28-epoxy-A-neo-5β-methyl-25-nor-18α-olean-9-ene gave 23% of 1α,10α: 9β,11β: 19β,28-triepoxy-A-neo-5β-methyl-25-nor-18α-oleane whose structure was determined by X-ray analysis. Content Type Journal Article Pages 460-462 DOI 10.1134/S1070428012030220 Authors O. B. Kazakova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia E. F. Khusnutdinova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia G. A. Tolstikov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia K. Yu. Suponitskii, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    According to the 13 C NMR data, the chemical shift of the methyl carbon atom in acetone azine in the trans position with respect to the lone electron pair on the neighboring nitrogen atom is lower by 7 ppm than that of the methyl carbon atom in the cis position. The corresponding direct 13 C- 13 C coupling constant for the trans -methyl groups is lower by 10 Hz as compared to the cis -methyl groups. The experimental spectral data are reproduced well by nonempirical quantum-chemical calculations. The observed stereospecificity of 13 C chemical shifts and 13 C- 13 C coupling constants may be used as an effective tool in configurational analysis of various ketone azines. Content Type Journal Article Pages 354-357 DOI 10.1134/S1070428012030037 Authors A. V. Afonin, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia D. V. Pavlov, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia I. A. Ushakov, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia E. P. Levanova, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia G. G. Levkovskaya, Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Cyclomagnesiation of nitrogen-containing 1,2-dienes with Grignard compounds in the presence of activated magnesium and Cp 2 TiCl 2 as catalyst afforded 2,5-bis(aminoalkylidene)magnesacyclopentanes in high yield. Content Type Journal Article Pages 349-353 DOI 10.1134/S1070428012030025 Authors V. A. D’yakonov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia A. A. Makarov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia E. Kh. Makarova, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia L. M. Khalilov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia U. M. Dzhemilev, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    The review summarizes published data on the use of manganese compounds as catalysts in oxidation of alkanes, alcohols, aldehydes, sulfides, and amines and carbometalation, cross coupling, telomerization, chlorination, hydrosilylation, hydrohydrazination, and other reactions. Content Type Journal Article Category Review Pages 309-348 DOI 10.1134/S1070428012030013 Authors R. I. Khusnutdinov, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia A. R. Bayguzina, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia U. M. Dzhemilev, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung: Dimerization of 2,2-dimethyl-1,2-dihydrobenzo[ f ]isoquinoline Content Type Journal Article Category Short Communications Pages 473-474 DOI 10.1134/S1070428012030268 Authors A. G. Mikhailovskii, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia Z. G. Aliev, Institute of Chemical Physics Problems, Russian Academy of Sciences, Chernogolovka, Moscow oblast, Russia O. V. Surikova, Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    1,2-Epoxyoctafluorobutane reacted with urea in DMSO and aqueous DMSO, dioxane, and acetonitrile to give 40–42% of 5-hydroxy-5-pentafluoroethylimidazolidine-2,4-dione. 5-Hydroxy-5-tridecafluorohexylimidazolidine-2,4-dione was formed in 54% yield in analogous reaction of 1,2-epoxytridecafluorooctane with urea in aqueous DMSO. The reactions of 1,2-epoxyoctafluorobutane and 1,2-epoxytridecafluorooctane with urea in anhydrous dioxane and acetonitrile unexpectedly afforded heterocyclization products, 2-amino-5-fluoro-5-perfluoroalkyloxazol-4(5 H )-ones (yield 11–82%). Fluorine-containing allantoin, 5-tridecafluorohexyl-5-ureidoimidazolidine-2,4-dione (yield 19%), and N -(1-hydroxy-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-urea (yield 46%) were synthesized for the first time by reaction of 1,2-epoxytridecafluoroctane with urea in DMSO and aqueous DMSO. Content Type Journal Article Pages 387-393 DOI 10.1134/S1070428012030098 Authors L. V. Saloutina, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620041 Russia A. Ya. Zapevalov, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620041 Russia M. I. Kodess, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620041 Russia V. I. Saloutin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620041 Russia O. N. Chupakhin, Postovskii Institute of Organic Synthesis, Ural Division, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620041 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Opening of the α,α-dichlorocyclobutanone ring in the [2 + 2]-cycloadduct of dichloroketene and dimethylfulvene with (+)-α-methylbenzylamine gave diastereoisomeric 2-dichloromethyl-5-isopropylidene- N -(α-methylbenzyl)cyclopent-3-ene-1-carboxamides, and hydrolysis of the latter at the dichloromethyl group afforded the corresponding bicyclic aminals which can be readily separated by chromatography on silica gel. The subsequent removal of the α-methylbenzylamine fragment via reduction and hydrolysis resulted in the formation of enantiomerically pure (-)- and (+)-6-(1-methylethylidene)-3,3a,6,6a-tetrahydro-1 H -cyclopenta[ c ]-furan-1-ones. Content Type Journal Article Pages 442-450 DOI 10.1134/S1070428012030190 Authors N. A. Ivanova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia N. P. Akhmetdinova, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Z. R. Valiullina, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia V. A. Akhmet’yanova, Bashkir State University, Ufa, Bashkortostan, Russia O. V. Shitikova, Ufa State Academy of Economics and Servises, Ufa, Bashkortostan, Russia A. N. Lobov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia K. Yu. Suponitskii, Nesmeyanov Institute of Organometallic Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991 Russia L. V. Spirikhin, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia M. S. Miftakhov, Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Bashkortostan, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    The reaction of 5,6-dialkyl-2-halopyridine-3,4-dicarbonitriles with alcoholic ammonia under elevated pressure gave 5,6-dialkyl-2-aminopyridine-3,4-dicarbonitriles as a result of nucleophilic replacement of the halogen atom by amino group. 6,7-Dialkyl-4-halo-1 H -pyrrolo[3,4- c ]pyridine-1,3(2 H )-diimines were formed in analogous reaction at room temperature in the presence of potassium carbonate. Content Type Journal Article Pages 426-429 DOI 10.1134/S1070428012030153 Authors V. N. Maksimova, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia O. V. Ershov, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia K. V. Lipin, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia A. V. Eremkin, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia O. E. Nasakin, I.N. Ul’yanov Chuvash State University, Moskovskii pr. 15, Cheboksary, 428015 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    ( S )-(+)-4-Amino-4-aryl-5,5,5-trifluoropentan-2-one reacted with aryl isothiocyanates containing electron-withdrawing substituents to give ( S )-(−)-1,4-diaryl-6-methyl-4-trifluoromethyl-3,4-dihydropyrimidine-2(1 H )-thiones. Content Type Journal Article Pages 430-433 DOI 10.1134/S1070428012030165 Authors N. M. Golovach, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine V. A. Sukach, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine M. V. Vovk, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    1-Aryl-4-chloro-1 H -imidazole-5-carbaldehydes and 1-aryl-4-chloro-1 H -imidazole-5-carboxylic acids reacted with sulfur(IV) fluoride to give, respectively, 1-aryl-4-chloro-5-difluoromethyl- and 1-aryl-4-chloro-5-trifluoromethyl-1 H -imidazoles. Content Type Journal Article Pages 394-398 DOI 10.1134/S1070428012030104 Authors V. A. Chornous, Bukovinian State Medical University, Teatral’naya pl. 2, Chernovtsy, 58000 Ukraine A. N. Grozav, Bukovinian State Medical University, Teatral’naya pl. 2, Chernovtsy, 58000 Ukraine A. V. Bezdudnyi, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine M. V. Vovk, Institute of Organic Chemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 5, Kiev, 02660 Ukraine Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    Reactions of 1-methylsulfonyl- and 1-phenylsulfonyltricyclo[4.1.0.0 2,7 ]heptanes with iodine, dioxane dibromide, and dichloro-λ 3 -iodanylbenzene (under irradiation) gave products of stereoselective syn addition of halogen at the C 1 –C 7 central bicyclobutane bond. 7-Methyl-1-phenylsulfonyltricyclo[4.1.0.0 2,7 ]-heptane reacted with dioxane dibromide in carbon tetrachloride to produce a mixture of 2-bromo- and 2,3-dibromo-1-methyl- exo -7-phenylsulfonylnorcaranes at a ratio of 1: 4 as a result of cleavage of the C 1 –C 2 bicyclobutane bond. 7-Bromo- and 7-methoxycarbonyl-1-phenylsulfonyltricyclo[4.1.0.0 2,7 ]heptanes take up bromine exclusively at the C 1 –C 7 central bond with strict syn stereoselectively. The regio- and stereoselectivity of the addition and their relations with the halogen nature were interpreted with account taken of structural specificities of intermediate 6-sulfonyl-substituted 6-norpinanyl radicals determined by ab initio quantumchemical calculations using 6-31G basis set. Content Type Journal Article Pages 358-367 DOI 10.1134/S1070428012030049 Authors V. A. Vasin, Ogarev Mordovian State University, ul. Bol’shevistskaya 68, Saransk, 430005 Russia P. S. Petrov, Ogarev Mordovian State University, ul. Bol’shevistskaya 68, Saransk, 430005 Russia V. A. Kalyazin, Ogarev Mordovian State University, ul. Bol’shevistskaya 68, Saransk, 430005 Russia V. V. Razin, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 3

Beschreibung:    The reaction of ( Z )-1-arylmethylidene-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ides with para -substituted N -arylmaleimides at 110°C is cis -stereoselective [ cis / trans -adduct ratio ≥(9–10): 1]. Under analogous conditions, the conversion of ( Z )-1-(2,6-dichlorophenylmethylidene)-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ide in the reaction with N -(4-methoxyphenyl)maleimide in 6-7 h did not exceed 1–2%. The cycloaddition of ( Z )-1-ethylidene- and ( Z )-1-(2-methylpropylidene)-5,5-dimethyl-3-oxopyrazolidin-1-ium-2-ides to N -arylmaleimides, regardless of the substituent in the phenyl group of the latter, gave preferentially the corresponding trans -adducts, which cannot be rationalized only by steric effect of substituents in terms of the concerted mechanism. Content Type Journal Article Pages 804-814 DOI 10.1134/S1070428012060103 Authors Yu. B. Koptelov, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia M. V. Sednev, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia R. R. Kostikov, St. Petersburg State University, Universitetskii pr. 26, St. Petersburg, 198504 Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 6

Beschreibung: Synthesis of Schiff bases from 3-amino-3-arylpropionic acid esters in aqueous medium Content Type Journal Article Category Short Communications Pages 860-863 DOI 10.1134/S107042801206019X Authors N. N. Romanova, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia I. I. Rybalko, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia T. G. Tallo, National Institute for Health Development, Tallinn, Estonia N. V. Zyk, Faculty of Chemistry, Moscow State University, Vorob’evy gory 1, Moscow, 119992 Russia V. K. Švedas, Belozerskii Institute of Physicochemical Biology, Moscow State University, Moscow, Russia Journal Russian Journal of Organic Chemistry Online ISSN 1608-3393 Print ISSN 1070-4280 Journal Volume Volume 48 Journal Issue Volume 48, Number 6