ChemInform Abstract: Demethoxycarbonylation of Methyl 2,5- and Methyl 3,6-Dialkyl-1H- azepine-1-carboxylates: Formation and Characterization of 2H-, 3H- and 4H-Azepines

Autor:	Ryoichi Okuda, Hideki Okamoto, Michiaki Hashimoto, Kyosuke Satake, Yasuyuki Fujiwara, Shiro Morosawa, Masaru Kimura
Rok vydání:	2010
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Group (periodic table) General Medicine Azepine Medicinal chemistry Alkyl
Zdroj:	ChemInform. 25
ISSN:	0931-7597
DOI:	10.1002/chin.199447185
Popis:	Demethoxycarbonylation of methyl 2,5-di-tert-butyl-1H-azepine-1-carboxylate using 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) gave 3H-azepines. Under similar conditions, methyl 3,6-di-tert-butyl-1H-azepine-1-carboxylate gave not only the 3H-azepine but also the isomerized 2H- and 4H-azepines. Application of the reaction to dimethyl and diisopropyl substituted 1H-azepines showed that bulky alkyl group substitution stabilizes the seven-membered azatriene system. The thermal behaviour of the di-tert-butyl substituted azepines is discussed.
Databáze:	OpenAIRE
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