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  • Inorganic Chemistry  (2)
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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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