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タイトルSyntheses and cycloadditions of ethyl 2-(benzylidene)hydrazino-1-azaazulene-3-carboxylates with dimethyl acetylenedicarboxylate
作成者Abe, Noritaka
Kakehi, Akikazu
作成者ヨミアベ, ノリタカ
カケヒ, アキカズ
作成者別表記阿部, 憲孝
作成者所属山口大学大学院医学系研究科(理学)
内容記述(抄録等)Syntheses and cycloadditions of ethyl 2-(benzylidene)hydrazino-1-azaazulene-3-carboxylates were investigated. Condensations of ethyl 2-hydrazino-1-azaazulene-3-carboxylate with benzaldehyde and p-methoxybenzaldehyde gave corresponding hydrazones in good yields. Reactions of ethyl 2-(benzylidene)hydrazino-1-azaazulene-3-carboxylate (2a) and ethyl 2-(p-methoxybenzylidene)hydrazino-1-azaazulene-3-carboxylate with dimethyl acetylenedicarboxylate gave novel 1 : 2-adducts, 4a,11,11a-triazaindeno[5,6-a]azulene derivatives and 2-methoxycarbonylimino-1-(2-pyrrolylmethyl)-1-azaazulene derivatives as major products. Reaction of 2a with electron deficient olefins (tetracyanoethylene, N-methylmaleimide) gave no cycloadduct but a cyclization product of 2a, 3-phenyl-1,2,3a-triazacyclopent[a]azulene-9-carboxylate. The structures of the obtained compounds were analyzed by inspections of their physical and spectral data, and by single-crystal X-ray analyses of some of these compounds. The reaction mechanisms of these reactions are discussed.
本文言語eng
資料タイプtext
出版者日本化学会
出版者ヨミニホン カガクカイ
NII資料タイプ学術雑誌論文
査読の有無査読あり
ISSN0009-2673
NCIDAA00580132
掲載誌名Bulletin of the Chemical Society of Japan
66
12
開始ページ3735
終了ページ3741
発行日1993
DOIinfo:doi/10.1246/bcsj.66.3735
関連情報URL(IsPartOf)http://www.jstage.jst.go.jp/browse/bcsj/-char/en
著者版/出版社版その他
リポジトリID2008010048
地域区分山口大学
URIhttp://www.lib.yamaguchi-u.ac.jp/yunoca/handle/2008010048