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タイトルSynthesis and some reactions of n-amino-2-methoxy-1-azaazulenium salt: leading to 3,3a-diazacyclopent[a]azulene and 2a,3-diazabenz[cd]azulene systems
作成者Abe, Noritaka
Odagiri, Kunihiko
Kakehi, Akikazu
作成者ヨミアベ, ノリタカ
オダギリ, クニヒコ
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)N-Amino-2-methoxy-1-azaazulenium salt 2 has been synthesized from 2-methoxy-1-azaazulene with O-mesitylenesulfonylhydroxylamine and its structure has been characterized by X-ray crystal analysis. The salt 2 reacts with ethyl cyanoacetate in the presence of potassium carbonate in acetonitrile to give ethyl (1-amino-1,2-dihydro-1-azaazulen-2-ylidene)cyanoacetate 4, which undergoes cyclization with potassium carbonate in ethanol to give ethyl 2-amino-3,3a-diazacyclopent[a]azulene-1-carboxylate. Reaction of 2 with diethyl ethoxymethylenemalonate in the presence of potassium carbonate in acetonitrile gives ethyl 2-methoxy-2a,3-diazabenz[cd]azulene-5-carboxylate and ethyl 3,3a-diazacyclopent[a]azulene-1-carboxylate as cyclization products. Cycloaddition of the salt 2 with an acetylenic ester proceeds regioselectively and gives 3,3a-diazacyclopent[a]azulene derivatives and 2a,3-diazabenz[cd]azulene derivatives.
本文言語eng
資料タイプtext
出版者Royal Society of Chemistry
NII資料タイプ学術雑誌論文
査読の有無査読あり
ISSN0300-922X
NCIDAA00695134
掲載誌名Journal of the Chemical Society. Perkin transactions 1
1997
15
開始ページ2189
終了ページ2194
発行日1997
DOIinfo:doi/10.1039/a701793f
関連情報URL(IsPartOf)http://www.rsc.org/Publishing/Journals/P1/Index.asp
著者版/出版社版その他
リポジトリID2008010209
地域区分山口大学
URIhttp://www.lib.yamaguchi-u.ac.jp/yunoca/handle/2008010209