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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 111 (1978), S. 3346-3353 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Properties of 3,7-Diethoxy-4H,8H-benzo[1,2-c:4,5-c′]diisoxazole-4,8-dioneSodium azide reacts with diethyl 2,5-dichloro-3,6-dioxo-1,4-cyclohexadiene-1,4-dicarboxylate (1a) to give the 2,5-diazido derivative 1b. The reaction of 1b with aniline leads to the dianilino derivative 1c, whereas thermolysis of 1b leads to elimination of 2 mols of N2 and formation of the title compound 2a. With piperidine 2a yields 2b and with ammonia the derivative 2c. The results of an X-ray structure analysis of 2a are reported.
    Notes: Die Reaktion von Natriumazid mit 2,5-Dichlor-3,6-dioxo-1,4-cyclohexadien-1,4-dicarbonsäurediethylester (1a) führt zum 2,5-Diazido-Derivat 1b, das mit Anilin in das Dianilino-Derivat 1c und durch Thermolyse unter Eliminierung von 2 Mol N2 in die Titelverbindung 2a übergeführt wurde. Diese liefert mit Piperidin 2b und mit Ammoniak 2c. Über die Ergebnisse der Röntgenstrukturanalyse von 2a wird berichtet.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 349-354 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Heterocyclic 12π and 14π Systems, XXIX. Reactivity of in the 2-Position Non-substituted ThiapseudophenalenonesThe reaction of 6,8-dichloro-3H-naphtho[1,8-b c]thiophen-3-one (1) with Grignard reagents yields under 1,4-addition the phenolic derivatives 3a-d. 1 reacts with cyclopentadienyllithium to give, after methylation by diazomethane, 4 which is probably a mixture of the isomers 4B, C. Exclusively 6 is obtained by dehydration of 5. The ketone 7 can be reduced to the alcohol 8, which yields a mixture of the two isomers 9 and 10 by elimination of water under acidic catalysis. The hydrogenation of the ketone 1 with LiAlH4 yields only 6,8-dichloro-2H-naphtho[1,8-b c]thiophen-3-ol (12).
    Notes: Die Reaktion von 6,8-Dichlor-3H-naphtho[1,8-b c]thiophen-3-on (1) mit Grignard-Reagentien führt unter 1,4-Addition zu den phenolischen Derivaten 3a-d. Mit Cyclopentadienyllithium und nach anschließender Methylierung wird 4 erhalten, das wahrscheinlich als Isomerengemisch 4B, C vorliegt. Die Dehydratisierung von 5 führt ausschließlich zu 6. Das Keton 7 wird zum Alkohol, 8 reduziert, der anschließend unter saurer Katalyse zu dem Isomerengemisch 9 und 10 dehydratisiert. Die Reduktion des Ketons 1 ergibt ausschließlich das 6,8-Dichlor-2H-naphtho-[1,8-b c]thiophen-3-ol (12).
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1387-1393 
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,5-Disubstituted 1,2,4-Triazole CompoundsA synthesis of 1,5-disubstituted 1,2,4-triazoles starting from 1-substituted 1,2,4-triazoles is described.
    Additional Material: 3 Tab.
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  • 4
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Heterocyclic 12-π- and 14-π-Systems, V.  -  Synthesis of 6,8-Dichloro-3 H-naphtho[1,8-bc]-thiophen-3-one iso-π-electronic to PhenalenoneThe synthesis of 6,8-dichloro-3 H-naphtho[1,8-bc]thiophen-3-one (10) via the intermediates 1-9 is described.
    Notes: Die Synthese des 6,8-Dichlor-3 H-naphtho[1,8-b, c] thiophen-3-ons (10), über die Stufen 1-9, wird beschrieben.
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1978 (1978), S. 1974-1981 
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Heterocyclic 12-π- and 14-π-Systems, 30. Reactions of Ketenes with ThiapseudophenalenonesNach Vorträgen von Richard Neidlein an den Universitäten Köln, Innsbruck, Thessaloniki und Tokyo 1977 und 1978.The reactions of symmetric and asymmetric ketenes with the thiapseudophenalenone 1 yield the thiapseudophenafulvenes 5-11, of which 7, 9, 10 and 11 are mixtures of Z- and E-isomers; the percentages of the isomers were determined by 1H-NMR-spectroscopy; recrystallization of 11 from ligroin gave the Z-isomer. The thiapseudophenafulvenes 12-16 were obtained by reaction of the thiapseudophenalenone 2 with symmetric and asymmetric ketenes. The composition of the mixture of Z- and E-isomers of 15 was ascertained by 1H-NMR measurements.
    Notes: Die Reaktionen von symmetrischen und asymmetrischen Ketenen mit dem Thiapseudophenalenon 1 führt zu den Thiapseudophenafulvenen 5-11, von denen 7, 9, 10 und 11 als Gemische von Z- und E-Isomeren vorliegen; die Zusammensetzung dieser Gemische wurde 1H-NMR-spektroskopisch ermittelt. Von 11 wurde durch Erhitzen in Ligroin das Z-Isomere rein gewonnen. Aus dem Thiapseudophenalenon 2 und symmetrischen sowie asymmetrischen Ketenen werden die Thiapseudophenafulvene 12-16 erhalten; für 15 wurde die Zusammensetzung des Z/E-Isomerengemisches durch 1H-NMR-Spektroskopie ermittelt.
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