ALBERT

Description: The synthesis of chiral 5-nitro-2-oxo-4,6-diarylpiperidine-3-carboxilates is realized by cascade nitro-Mannich / lactamization reaction of dialkyl ( R )-2-(1-aryl-2-nitroethyl)malonates, adducts of Ni(II)-catalyzed Michael addition.

Description: Reaction of tert -butyl 4-oxopiperidine-1-carboxylate dimethylhydrazone with BuLi in the presence of N,N’ -dimethylpropylene urea and subsequently with BrCH 2 CH=CRR’ (R=H, Me, Et; R’=CH 2 Ar) afforded in 50–80% yields the corresponding tert -butyl 3-alkenyl-4-oxopiperidine-1-carboxylates, promising synthons for preparation of diverse piperidine derivatives.

Description: Synthesis was performed of (3 S )-3-methyldecen-1-ol and (4 S )-4-methylundecen-1-ol, chiral alcohols with a methyl-branched carbon skeleton. The possibility of their application in asymmetric syntheses of insect pheromones was demonstrated.

Description: 1-Aryl-4,5-dimethoxycarbonyl-1 H -pyrrole-2,3-diones react with 4-aminopent-3-en-2-one and 3-amino-1-phenylbut-2-en-1-one affording dimethyl 4-acyl-1-hydroxy-3-methyl-7-oxo-6-(4-chlorophenyl)-2,6-diazabicyclo[3.2.1]oct-3-ene-5,8-dicarboxylates whose structure was proved by X-ray diffraction analysis.

Description: Synthetic approaches have been developed to tetravalent neoglycoconjugates with different structures of the hydrophobic fragment and D-glucose fragment as branching core. The syntheses have been accomplished by preparation of blocks with terminal C≡C triple bonds and hydrophobic fragment and hydrophilic component (lactose derivative), followed by their conjugation.

Description: Alkylation of 3-acetyl-5-(alkoxymethyl)tetrahydrofuran-2-ones gave 3-acetyl-5-(alkoxymethyl)-tetrahydrofuran-2-ones containing various substituents in position 3 of the heterocycle. Bromination of the latter afforded 3-(bromoacetyl) derivatives which reacted with various nucleophiles to produce derivatives containing benzimidazole, 2-amino-1,3-thiazole, 3-chloropyridine, and 3,5-dibromopyridine fragments together with the butanolide ring.

Description: Earlier findings on the nutritional benefits of diacylglycerols (DAGs) have attracted much attention on the synthesis of DAGs. In this study, we reported an improved method for the lipase-catalyzed synthesis of 1,3-diolein by the irreversible glycerolysis of vinyl oleate with glycerol. The effects of reaction system, lipase loading, molar ratio of vinyl oleate to glycerol, reaction temperature and time on 1,3-diolein content in crude reaction mixture were investigated. When the reaction was conducted in a solvent-free system at 30 °C for 8 h by reacting 2 mmol vinyl oleate with 1 mmol glycerol with 8 % (w/w, relative to total reactants) Lipozyme RM IM (Novozymes, Beijing, China) as catalyst, there were 90.5 ± 2.9 % (area/area) 1,3-diolein and (3.3 ± 0.3) % 1,2-diolein produced. After purification, 1,3-diolein was obtained at 81.4 % yield with 98.2 % purity. The lipase-catalyzed synthesis of 1,3-diolein using vinyl oleate as acyl donor by glycerolysis was also conducted using a medium with 50 mmol of glycerol and 100 mmol vinyl oleate. Compared to enzymatic esterification in a solvent, enzymatic glycerolysis for the synthesis 1,3-diolein is more effective due to the irreversible reaction, mild due to the low reaction temperature, and environmentally benign due to the use of solvent-free reaction system.

Description: Reaction of 5-methoxy-substituted salicylic aldehydes containing in the position 3 tert -butyl, 2-phenylpropan-2-yl, or 1-phenylethyl groups with m - and p -allyloxy-, (but-3-enyloxy)-, (pent-4-enyloxy)anilines without solvent in an open system at 130°C afforded a series of ( N -aryl)salicylaldimines L that with TiCl 2 (OPr- i ) 2 formed complexes of titanium(IV) dichloride L 2 TiCl 2 .

Description: Canolol-enriched extracts obtained from the extraction of fluidized bed treated canola meal with supercritical carbon dioxide were added to high-oleic canola oil in different concentrations (200, 500 and 750 mg/kg). After 30 h of deep-fat frying, oils fortified with canolol-enriched extracts showed a two to three times better frying performance in comparison to the commonly used antioxidants (TBHQ, 200 mg/kg; rosemary extract, 40 and 200 mg/kg) and a control without antioxidants with regards to the formation of di- and polymer triacylglycerols, total polar compounds, secondary degradation products (anisidine value) and the iodine value. The canolol-enriched extracts were also able to slow down the degradation of α- and γ-tocopherol during frying resulting in significant amounts of tocopherols after 30 h of frying in comparison to the other oils. The influence of the canolol-enriched extracts indicated strongly concentration-dependent performance. With increasing concentration of the extract, the thermal stability of the fortified oil was improved. The only disadvantage of the addition of the extracts was an increase in the initial acid value, but within the frying time, only oil fortified with 750 mg canolol-enriched extract/kg reached the limit given in different countries.

Description: Cottonseed meal (CSM), a common agricultural by-product, was used as a nutrient source for the production of eicosapentaenoic acid (EPA) by Pythium irregulare . CSM can support good cell growth performance, as can yeast extract (YE). In terms of the maximum EPA content and EPA yield, CSM is superior to YE. Low concentrations of CSM are beneficial to lipid synthesis, and high concentrations favor the EPA content. Utilizing response surface methodology (RSM) analysis, the optimum contents of glucose and CSM in the fermentation medium were determined to be 40.2 and 16.1 g/l, respectively. After 6 days of fermentation at 25 °C and optimal conditions, the EPA yield and productivity were 245.3 and 40.9 mg/l day, respectively. Particle size of CSM was found to affect the EPA production, and a finely ground CSM (100 mesh) was determined to be best for EPA production. The variation in the fatty acid content of total fatty acid (TFA) indicates that EPA was synthesized through the n-6 route in P. irregulare and Δ12 desaturase was the key enzyme for EPA biosynthesis. Sodium carbonate was determined to be notably good at removing free gossypol attached to biomass. After fungal biomass from each flask had been harvested from Na 2 CO 3 -supplemented medium, 1 % (w/v) Na 2 CO 3 solution was used to wash the mycelia three times; free gossypol (FG) was not detected (detection limit 0.0018 %). This work provides a new approach using cottonseed meal to produce EPA through fungal fermentation.

Description: Steryl glucosides (SG) are common contaminants in biodiesel that form precipitates, which form and cause problems due to fouling during transport and storage. Therefore, their quantification is necessary to assess the quality of this fuel. The methods currently available for SG analysis require expensive instrumentation, need a previous concentration step by solid-phase extraction (SPE) or are of limited use for the quantitative assessment. We developed an enzymatic method for SG quantification in biodiesel samples based on the hydrolysis of the glucoside catalyzed by a broadly specific beta glucosidase and the subsequent determination of the glucose released by the reaction. The method is non-expensive, sensitive and was adapted to 96-well format fluorescence plate reader, making it useful for the parallel assay of multiple samples. The enzymatic assay presented here represent a valuable tool for both quality control and the development of improved biodiesel production and purification procedures.

Description: Di-hydroxylated soybean oil (DSO), a biobased polyol synthesized from epoxidized soybean oil (ESO) could be used to formulate resins for adhesives; however, current DSO synthesis requires harsh reaction conditions that significantly increase both cost and waste generation. In this paper, we investigate the kinetics of oxirane cleavage in ESO to DSO by water and elucidate the role of different process parameters in the reaction rate and optimization of reaction conditions. Our kinetic study showed that ESO oxirane cleavage was a first-order reaction and that the ESO oxirane cleavage rate was greatly influenced by tetrahydrofuran (THF)/ESO ratio, H 2 O/ESO ratio, catalyst content, and temperature. Optimized reaction parameters were THF/ESO of 0.5, H 2 O/ESO of 0.25, catalyst content of 1.5 %, and reaction time of 3 h at 25 °C. DSO with hydroxyl value of 242 mg KOH/g was obtained under these conditions. We also characterized the structure, thermal properties, adhesion performance, and viscoelasticity of UV-polymerized resins based on this DSO. The resin tape exhibited peel adhesion strength of 3.6 N/in., which is comparable to some commercial tapes measured under similar conditions.

Description: 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

Description:    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

Description:    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

Description: 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

Description:    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

Description: 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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    The objective of this work was to synthesize a structured lipid (SL) enriched in stearidonic acid (SDA, C18:4 ω-3), from modified soybean oil (MSO) originally containing ~25% SDA. Low temperature crystallization (LTC) of MSO triacylglycerols (TAG) and free fatty acids (FFA) was performed. The TAG and FFA crystallization products (LTC-TAG and LTC-FFA, respectively) had SDA contents of 48.72 and 60.78%, respectively. Enzymatic acidolysis between MSO and LTC-FFA was studied utilizing Novozym 435 and Lipozyme TL IM as biocatalysts. Substrate molar ratio, incubation time, solvent, and enzyme load were explored. Equilibrium was reached at 96 and 48 h for Novozym 435 and Lipozyme TL IM-catalyzed reactions, respectively. The best conditions from these studies were also applied to the acidolysis of LTC-TAG and LTC-FFA. Utilizing Lipozyme TL IM and solvent free conditions, SLs with SDA contents of 37.61 ± 1.00% (20.86 ± 6.48% at sn -2 position) and 53.46 ± 1.85% SDA (36.37 ± 3.14% at sn -2 position) were obtained from the acidolysis reaction between MSO and LTC-FFA, and LTC-TAG and LTC-FFA, respectively. Compared to the original SDA content of MSO, this process leads to a 52 and 116% increase in SDA content, respectively. Content Type Journal Article Category Original Paper Pages 1-9 DOI 10.1007/s11746-012-2022-1 Authors Leslie Kleiner, Department of Food Science and Technology, University of Georgia, Athens, GA 30602-2610, USA Luis Vázquez, Department of Food Science and Technology, University of Georgia, Athens, GA 30602-2610, USA Casimir C. Akoh, Department of Food Science and Technology, University of Georgia, Athens, GA 30602-2610, USA Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    Increasing oleic acid, a monounsaturated fatty acid, is reported to strike the best balance between cold flow properties and oxidative stability in soybean seed oil to enhance biodiesel and produce a better burning fuel. In addition, it is important that elevated oleic acid soybeans have the agronomic traits of local cultivars and maintain oleic acid stability across environments. Research was conducted in 2007–2008 to evaluate six Roundup Ready ® soybean recombinant inbred lines exhibiting enhanced levels of oleic acid. The six elevated oleic lines averaged a 55% increase in oleic acid and a 43% decrease in linolenic acid over the two commercial cultivars (AG3906 and AG4103). Some elevated oleic acid genotypes fulfilled the linear regression definition of a stable genotype. TN03-93RR was the best genotype because of its oleic acid content (397 g kg −1 ) and desirable regression estimates for stability. Iodine value (IV), peroxide value (PV), and induction period (IP) were used to evaluate the fuel properties of the two lines with the highest oleic acid content and the two commercial cultivars. The elevated oleic acid lines had significantly better IP, PV and IV for better biodiesel properties and oxidative stability than the two commercial cultivars. Content Type Journal Article Category Original Paper Pages 1-11 DOI 10.1007/s11746-012-2026-x Authors Benjamin D. Fallen, Department of Plant Sciences, University of Tennessee, 2431 Joe Johnson Dr., Knoxville, TN 37996, USA Katy Rainey, Department of Agronomy, Purdue University, 915 W. State St., West Lafayette, IN 47907, USA Carl E. Sams, Department of Plant Sciences, University of Tennessee, 2431 Joe Johnson Dr., Knoxville, TN 37996, USA Dean A. Kopsell, Department of Plant Sciences, University of Tennessee, 2431 Joe Johnson Dr., Knoxville, TN 37996, USA Vincent R. Pantalone, Department of Plant Sciences, University of Tennessee, 2431 Joe Johnson Dr., Knoxville, TN 37996, USA Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    The aim of this study is to describe the physicochemical properties of Iranian virgin olive oil (Zard, Mari and Phishomi) cultivated in Roodbar, Gilan. There were statistically significant differences for most of the parameters ( P  〈 0.05). The acidity and peroxide value were in the limit established for classification as extra virgin olive oil. The oil of Zard had the highest amount of monounsaturated fatty acids followed by Mari and Phishomi oils. Mari oil proved to have the minimum value of polyunsaturated fatty acids, and the highest amount of phenolic compounds and oxidative stability. The oil of Phishomi had the maximum amount of chlorophylls and carotenoids and therefore it had the highest color index. There were no significant differences between the cultivars regarding the refractive index (1.469 at 20 °C for all three cultivars). According to the high content of monounsaturated fatty acids, the lowest amounts of polyunsaturated fatty acids and the highest amounts of phenolic compounds as well as the results of a Rancimat assay, it seems that the quality of the oil of Mari cultivar is better than Zard and Phishomi oils and is also more stable against oxidation. Content Type Journal Article Category Original Paper Pages 1-7 DOI 10.1007/s11746-012-2021-2 Authors Sepideh Haghighat Kharazi, Food Science and Technology Department, Faculty of Agricultural Engineering, Sari Agricultural Sciences and Natural Resources University, P.O. Box 578, Mazandaran, Iran Reza Esmaeilzadeh Kenari, Food Science and Technology Department, Faculty of Agricultural Engineering, Sari Agricultural Sciences and Natural Resources University, P.O. Box 578, Mazandaran, Iran Zeinab Raftani Amiri, Food Science and Technology Department, Faculty of Agricultural Engineering, Sari Agricultural Sciences and Natural Resources University, P.O. Box 578, Mazandaran, Iran Maryam Azizkhani, Department of Food Science and Technology, Khazar University, Mahmoudabad, Iran Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description: 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

Description: 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

Description: 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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description: 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

Description:    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

Description:    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

Description:    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

Description: Erratum to: Quality Characteristics and Antioxidants of Mavrolia cv. Virgin Olive Oil Content Type Journal Article Category Erratum Pages 1-1 DOI 10.1007/s11746-011-1991-9 Authors Efstathios Anastasopoulos, Laboratory of Chemistry-Biochemistry-Physical Chemistry of Foods, Department of Science of Nutrition–Dietetics, Harokopio University, Athens, Greece Nick Kalogeropoulos, Laboratory of Chemistry-Biochemistry-Physical Chemistry of Foods, Department of Science of Nutrition–Dietetics, Harokopio University, Athens, Greece Andriana C. Kaliora, Laboratory of Chemistry-Biochemistry-Physical Chemistry of Foods, Department of Science of Nutrition–Dietetics, Harokopio University, Athens, Greece Ageliki Falirea, Laboratory of Chemistry-Biochemistry-Physical Chemistry of Foods, Department of Science of Nutrition–Dietetics, Harokopio University, Athens, Greece Vassilis N. Kamvissis, Analytical Laboratory Department, Minerva S.A. Edible Oils Enterprises, 165 Tatoiou and Odisseos Str, 14452, Metamorfosis Attica, Factory, 32009 Schimatari Viotias, Greece Nikolaos K. Andrikopoulos, Laboratory of Chemistry-Biochemistry-Physical Chemistry of Foods, Department of Science of Nutrition–Dietetics, Harokopio University, Athens, Greece Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    The aim of this study was to examine Peruvian anchovy oil fatty acid (FA) compositions, and to test the possibility of using the FA data to classify the oils according to geographical origin along the Peruvian coast. The levels of contaminants in a representative set of samples were determined to examine the general levels and investigate if such measurements could aid in future discrimination between oils. The FA results showed that the two known stocks of Peruvian anchovy displayed different levels of docosahexaenoic acid (DHA, 22:6n-3) (southern stock; 14.4 ± 0.8% versus central-northern stock; 9.9 ± 1.2%). However, principal component analysis (PCA) of the FA data indicated clusters according to three regions; North, Center and South. Using a data set of 57 anchovy samples and 21 FA as input, a probabilistic neural network (PNN) was constructed. For the validation data sets, “North” oils was predicted accurately 100% of the time, “Center” oils 100% and “South” oils 83% of the time. The levels of contaminants in the oils determined were low in all but one sample. Content Type Journal Article Category Original Paper Pages 1-10 DOI 10.1007/s11746-012-2031-0 Authors Inger B. Standal, SINTEF Fisheries and Aquaculture, 7465 Trondheim, Norway José Rainuzzo, SINTEF Fisheries and Aquaculture, 7465 Trondheim, Norway David E. Axelson, MRi_Consulting, 8 Wilmot Street, Kingston, ON K7L 4V1, Canada Stig Valdersnes, National Institute of Nutrition and Seafood Research (NIFES), P.O. Box 2029, Nordnes, 5817 Bergen, Norway Kåre Julshamn, National Institute of Nutrition and Seafood Research (NIFES), P.O. Box 2029, Nordnes, 5817 Bergen, Norway Marit Aursand, MRi_Consulting, 8 Wilmot Street, Kingston, ON K7L 4V1, Canada Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    In this work, rapid and non-destructive methodology is proposed for screening of biodiesel/diesel blends with respect to the base oil, using near infrared spectroscopy and multivariate data analysis, since for both pure biodiesel and blends, the biodiesel/diesel are targets for tampering. Blends of diesel with cotton, sunflower and soybean oils were employed in this study. Two approaches were evaluated in the building of the classification model, using full-spectrum Soft Independent Modelling of Class Analogy (SIMCA), and Principal Component Analysis–Linear Discriminant Analysis (PCA–LDA). The other approaches were the use of variable selection employing Genetic Algorithm (GA), Successive Projection Algorithm (SPA) and Stepwise all coupled with the LDA model. The results showed which preprocessed NIR spectra and chemometrics are a viable alternative the conventional methods that involve the consumption of large volumes of reagents. Multivariate data analysis methods using selected variables showed a better performance than the methods using a full spectrum. Content Type Journal Article Category Original Paper Pages 1-7 DOI 10.1007/s11746-012-2028-8 Authors Gildo W. B. Silva, Departamento de Química, Universidade Estadual da Paraíba, Campina Grande, PB 58429-500, Brazil Adriano A. Gomes, Departamento de Química, Universidade Federal da Paraíba, João Pessoa, 58051-970 Brazil Priscila da Silva, Departamento de Química, Universidade Estadual da Paraíba, Campina Grande, PB 58429-500, Brazil Gean B. Costa, Departamento de Química, Universidade Estadual da Paraíba, Campina Grande, PB 58429-500, Brazil David Douglas Sousa Fernandes, Departamento de Química, Universidade Estadual da Paraíba, Campina Grande, PB 58429-500, Brazil Marcelo M. Fontes, Departamento de Química, Universidade Estadual da Paraíba, Campina Grande, PB 58429-500, Brazil Germano Veras, Departamento de Química, Universidade Estadual da Paraíba, Campina Grande, PB 58429-500, Brazil Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    An efficient solvent-free synthesis of a variety of highly pure 1,3- sn -diglycerides (1,3- sn -diacylglycerols) in a two-step one pot process is described. Heating glycerol carbonate (4-hydroxymethyl-1,3-dioxolan-2-one) with fatty acid anhydrides 2a–d affords 1:1 mixtures of glycerol carbonate fatty esters 3a–3d and the corresponding fatty acids. Further heating the reaction mixtures in the presence of catalytic amounts of 1,4-diazabicyclo[2.2.2]octane (DABCO) at 195–200 °C yields highly pure 1,3- sn -diglycerides 4a–4d . Content Type Journal Article Category Original Paper Pages 1-6 DOI 10.1007/s11746-012-2165-0 Authors Mojgan Kargar, Department of Chemistry, School of Sciences, Alzahra University, Vanak, Tehran, Iran Rahim Hekmatshoar, Department of Chemistry, School of Sciences, Alzahra University, Vanak, Tehran, Iran Mehdi Ghandi, School of Chemistry, College of Science, University of Tehran, Tehran, Iran AbdolJalil Mostashari, Industrial Chemical R&D Organization, Tehran, Iran Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    Pistacia terebinthus L. is an indigenous plant growing wild in the southern regions of Turkey. Its fruits are used in foods, pharmaceuticals and cosmetics due to its high oil content (ca. 45 g/100 g). In the present study, it was found out that the kernel and the skin parts of the fruit differ significantly ( p  〈 0.05) both in terms of oil content and composition. Regardless of the geographical origin, the most abundant fatty acid was found to be monounsaturated oleic acid, 18:1n-9 whose content was in the range of 51.2–67.5 g/100 g. β-sitosterol is the predominant sterol in kernel and skin of the terebinthus fruits whose content was varying between 97.4 and 219.8 mg/100 g. Concerning different tocols (tocopherols and tocotrienols) detected in the kernel and skin, γ-T was the one with highest concentration (437.2 mg/kg) in kernels, while the most abundant one in skin parts was found to be α-T (348.7 mg/kg). In general the kernel of terebinthus fruits was more concentrated in PUFA, total sterol and tocopherols than skin, however, total tocotrienol content was higher in skin than kernel. On the basis of these findings it can be concluded that both kernel and skin are highly valuable in terms of bioactive compounds, whereas skin with a high amount saturated fatty acids is more suited to applications in cosmetic industry. Content Type Journal Article Category Original Paper Pages 1-6 DOI 10.1007/s11746-012-2168-x Authors Erdal Ertas, TUBITAK Marmara Research Center, Food Institute, P.O. Box 21, 41470 Gebze, Kocaeli, Turkey Somer Bekiroglu, TUBITAK Marmara Research Center, Food Institute, P.O. Box 21, 41470 Gebze, Kocaeli, Turkey Ibrahim Ozdemir, TUBITAK Marmara Research Center, Food Institute, P.O. Box 21, 41470 Gebze, Kocaeli, Turkey Ilknur Demirtas, TUBITAK Marmara Research Center, Food Institute, P.O. Box 21, 41470 Gebze, Kocaeli, Turkey Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description: 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

Description:    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

Description:    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

Description: [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

Description: 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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description: 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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description: 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

Description:    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

Description:    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

Description:    Effects of the alkyl chain length of rosmarinate alkyl esters on the oxidative stability in photosensitized oil-in-water (O/W) emulsions were determined by lipid hydroperoxides and headspace volatile analyses. Antioxidant capacities of 20 μM rosmarinate esters with alkyl chain length of 0, 4, 8, 12, 18, and 20 were tested in O/W emulsion containing stripped soybean oil, Tween 20 as an emulsifier, and riboflavin as a photosensitizer. Synergistic or antagonistic effects of 20 μM α-tocopherol in the presence of rosmarinate alkyl esters were also determined. Samples containing rosmarinate with 4 and 8 alkyl esters showed lower lipid hydroperoxides and headspace volatiles than those without rosmarinate and those with 0, 12, 18, and 20 alkyl esters, which indicates that phenolic free radical scavengers showed antioxidant capacities non-linearly in riboflavin photosensitized O/W emulsions. Antagonistic rather than synergistic effects were observed in all rosmarinate alkyl esters with α-tocopherol in current conditions although rosmarinates with 4, 8, and 12 alkyl esters showed better antioxidant capacities than those with other alkyl chain length. The results of this study clearly showed that rosmarinates need the proper length of non-polar groups to show optimum antioxidant capacities in O/W emulsions with Tween 20 as an emulsifier under riboflavin photosensitization. Content Type Journal Article Category Original Paper Pages 1-8 DOI 10.1007/s11746-012-2163-2 Authors Jae Hwan Lee, Department of Food Science and Biotechnology, Sungkyunkwan University, Suwon, Korea Atikorn Panya, Department of Food Science, University of Massachusetts, Amherst, MA 01002, USA Mickaël Laguerre, CIRAD, UMR IATE, Montpellier, 34398 France Christelle Bayrasy, CIRAD, UMR IATE, Montpellier, 34398 France Jérôme Lecomte, CIRAD, UMR IATE, Montpellier, 34398 France Pierre Villeneuve, CIRAD, UMR IATE, Montpellier, 34398 France Eric A. Decker, Department of Food Science, University of Massachusetts, Amherst, MA 01002, USA Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    Castor oil can be used in industry. The molecular species of triacylglycerols containing hydroxy fatty acids (FA) in castor oil have been identified. We report here the identification of twelve diacylglycerols (DAG) containing hydroxy FA in castor oil using positive ion electrospray ionization mass spectrometry of the lithium adducts. They were RR (diricinolein, R is ricinoleate), RL, RS, R-diOH18:0, R-diOH18:1, R-diOH18:2, R-triOH18:0, R-triOH18:1, R-triOH18:2, diOH18:0-diOH18:1, diOH18:1-diOH18:1 and diOH18:1-diOH18:2. The MS 2 fragment ions, [M + Li − FA] + and [FA + Li] + , from the lithium adducts of DAG containing hydroxy FA (one or two hydroxy FA), were used for the identification. The additional fragment ions from the neutral losses of FA lithium salts [M + Li − FALi] + were used for the identification of eleven DAG containing two normal FA in a soybean oil bioconversion product. The MS 2 fragment ions from the neutral losses of FA lithium salts [M + Li − FALi] + were not detected from the DAG containing hydroxy FA. The DAG containing FA with more hydroxyl groups than the other FA on the same DAG molecule tended to have a prominent fragment ion [FA + Li] + and an undetectable fragment ion [M + Li − FA] + while the FA was the more hydroxylated FA. Also the less hydroxylated FA of a DAG tended to have a prominent fragment ion [M + Li − FA] + and an undetectable fragment ion [FA + Li] + while the FA was the less hydroxylated FA. Content Type Journal Article Category Original Paper Pages 1-6 DOI 10.1007/s11746-012-2136-5 Authors Jiann-Tsyh Lin, Agricultural Research Service, Western Regional Research Center, U.S. Department of Agriculture, 800 Buchanan Street, Albany, CA 94710, USA Grace Q. Chen, Agricultural Research Service, Western Regional Research Center, U.S. Department of Agriculture, 800 Buchanan Street, Albany, CA 94710, USA Ching T. Hou, Agricultural Research Service, National Center for Agricultural Utilization Research, U.S. Department of Agriculture, Peoria, IL 61604, USA Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    Quality characteristics of extra-virgin olive oils depend on several factors. In order to study the effects of genotype and growing location on olive oil quality, olives from cv. Coratina, Nocellara, Ogliarola, and Peranzana, picked in four locations of the Apulia region (Italy), were crushed by a three-phase system to produce mono-cultivar extra virgin olive oils that were analyzed for acidity, peroxide value, spectrophotometric indices, total phenolic content, phenolic profile and antioxidant activity. The experimental data concerning peroxide value, spectrophotometric indices, phenolic content and profile and antioxidant activity showed great variability among the cultivars grown in the same location and also among the oils produced with olives of the same cultivar but grown in different locations. For each cultivar, no significant differences were found among locations in terms of acidity and ΔK whereas peroxide value, K 232 , and K 270 differ significantly among locations for both Ogliarola and Peranzana cv. Concerning the phenolic content of Ogliarola cv., no differences were highlighted between the locations whereas the phenolic contents of Peranzana significantly changed as a function of the place of growing. On the basis of these results, the statistical multivariate analysis did not allow the classification into homogeneous groups neither of the oils belonging to the same cultivar nor of those obtained from olives picked in the same location. Content Type Journal Article Category Original Paper Pages 1-9 DOI 10.1007/s11746-012-2141-8 Authors Antonietta Baiano, Dipartimento di Scienze Agrarie, degli Alimenti e dell’Ambiente, University of Foggia, Foggia, Italy Carmela Terracone, Dipartimento di Scienze Agrarie, degli Alimenti e dell’Ambiente, University of Foggia, Foggia, Italy Ilaria Viggiani, Dipartimento di Scienze Agrarie, degli Alimenti e dell’Ambiente, University of Foggia, Foggia, Italy Matteo Alessandro Del Nobile, Dipartimento di Scienze Agrarie, degli Alimenti e dell’Ambiente, University of Foggia, Foggia, Italy Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    This work evaluated the use of allyl fatty acid esters derived from vegetable oil (palmitic acid, soybean and sunflower oils) as reactive coalescing agents in a waterborne latex system. Allyl fatty acid derivatives (AFAD) from vegetable oils were synthesized by two different processes. The synthesis was monitored by IR-spectroscopy and the final product characterized by FT-IR, GC–MS, 1 H and 13 C NMR. The presence of conjugated double bonds in the aliphatic chain was confirmed, which is a determinant for the proposed autoxidative latexes drying mechanism. Each of the AFAD were subsequently added to a standard acrylic emulsion, in order to study its potential as reactive coalescing agent. The minimum film-forming temperature (MFT), glass transition temperature ( T g ), drying time and rubbing resistance to solvents were evaluated. The results showed that, when added to water-borne acrylic resins, an AFAD acts as a non-volatile plasticizer capable of autoxidative crosslinking with itself. Content Type Journal Article Category Original Paper Pages 1-12 DOI 10.1007/s11746-012-2114-y Authors Joana V. Barbosa, LEPAE, Departamento de Engenharia Química, Faculdade de Engenharia, Universidade do Porto, Rua Dr. Roberto Frias, 4200-465 Porto, Portugal Fernanda Oliveira, CIN, Corporação Industrial do Norte, S.A., Estrada Nacional 13 (km 6), Apartado 1008, 4471-909 Maia, Portugal Jorge Moniz, Resiquímica, Resinas Químicas, S.A., Rua Francisco Lyon de Castro, 28, 2725-397 Mem Martins, Lisbon, Portugal Fernão D. Magalhães, LEPAE, Departamento de Engenharia Química, Faculdade de Engenharia, Universidade do Porto, Rua Dr. Roberto Frias, 4200-465 Porto, Portugal Margarida M. S. M. Bastos, LEPAE, Departamento de Engenharia Química, Faculdade de Engenharia, Universidade do Porto, Rua Dr. Roberto Frias, 4200-465 Porto, Portugal Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    A selection of plant oils was catalytically transferred into 1,19-nonadecanedioate by a direct transesterification, isomerization and methoxycarbonylation under mild conditions using Pd/ o -C 6 H 4 (CH 2 P t Bu 2 ) 2 . Additionally, sulfuric acid was demonstrated as being able to substitute methane sulfonic acid as co-catalyst without any significant loss of activity and selectivity. Content Type Journal Article Category Original Paper Pages 1-5 DOI 10.1007/s11746-012-2143-6 Authors Guido Walther, Leibniz Institute for Catalysis at the University of Rostock (LIKAT), Albert-Einstein-Str. 29A, 18059 Rostock, Germany Andreas Martin, Leibniz Institute for Catalysis at the University of Rostock (LIKAT), Albert-Einstein-Str. 29A, 18059 Rostock, Germany Angela Köckritz, Leibniz Institute for Catalysis at the University of Rostock (LIKAT), Albert-Einstein-Str. 29A, 18059 Rostock, Germany Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    Triolein was used as a model material to investigate the effect of concentration on self metathesis of vegetable oils. The metathesis reaction using Grubbs' second generation catalyst (used at a level of 2.5 mol % of triolein) was carried out at 38 °C using dichloromethane as the solvent. The products from three reaction concentrations were investigated: neat, 10 and 20 mmol/L. The products from the reactions were separated by column chromatography and the fractions were characterized by 1 H-NMR, 13 C-NMR, MS and FTIR. Mono-cyclic and multi-cyclic triacylglycerol-based compounds and different level aliphatic triacylglycerol-like oligomers were produced, but the compositions of the products were found to be significantly controlled by the reaction concentrations. Cyclic compounds were favorably produced at lower reaction concentrations, whereas, linear oligomers were favorably produced at higher reaction concentrations. Cyclic compounds were formed mainly from adjacent fatty acid chains on the glycerol backbone. In the neat reactions, only linear oligomers were produced. The trans / cis ratios increased as concentration was increased. Content Type Journal Article Category Original Paper Pages 1-13 DOI 10.1007/s11746-012-2106-y Authors Shaojun Li, Departments of Physics and Astronomy and Chemistry, Trent Centre for Biomaterials Research, Trent University, 1600 West Bank Drive, Peterborough, ON K9J 7B8, Canada Leila Hojabri, Departments of Physics and Astronomy and Chemistry, Trent Centre for Biomaterials Research, Trent University, 1600 West Bank Drive, Peterborough, ON K9J 7B8, Canada Suresh S. Narine, Departments of Physics and Astronomy and Chemistry, Trent Centre for Biomaterials Research, Trent University, 1600 West Bank Drive, Peterborough, ON K9J 7B8, Canada Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    Omega-3 fatty acids, namely docosahexaenoic acid and eicosapentaenoic acid, have been linked to several beneficial health effects (i.e. mitigation effects of hypertension, stroke, diabetes, osteoporosis, depression, schizophrenia, asthma, macular degeneration, rheumatoid arthritis, etc.). The main source of omega-3 fatty acids is fish oil; lately however, fish oil market prices have increased significantly. This has prompted a significant amount of research on the use of single-cell oils as a source of omega-3 fatty acids. Some of the microbes reported to produce edible oil that contains omega-3 fatty acids are from the genus Schizochytrium , Thraustochytrium and Ulkenia. An advantage of a single cell oil is that it usually contains a significant amount of natural antioxidants (i.e. carotenoids and tocopherols), which can protect omega-3 fatty acids from oxidation, hence making this oil less prone to oxidation than oils derived from plants and marine animals. Production yields of single cell oils and of omega-3 fatty acids vary with the microbe used, with the fermentative growing conditions, and extractive procedures employed to recover the oil. This paper presents an overview of recent advances, reported within the last 10 years, in the production of single cell oils rich in omega-3 fatty acids. Content Type Journal Article Category Review Article Pages 1-16 DOI 10.1007/s11746-012-2154-3 Authors Roberto E. Armenta, Fermentation and Metabolic Engineering Group, Ocean Nutrition Canada Limited, 101 Research Drive, Dartmouth, NS B2Y 4T6, Canada Mercia C. Valentine, Fermentation and Metabolic Engineering Group, Ocean Nutrition Canada Limited, 101 Research Drive, Dartmouth, NS B2Y 4T6, Canada Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X

Description:    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

Description: 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

Description: 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

Description: 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

Description:    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

Description: 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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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

Description:    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