Preparation of new nitrogen-bridged heterocycles. 19. Smooth synthese of thieno[3,2-a]- and thieno[2,3-b]indolizine derivatives.
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概要
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The reactions of 2-(ethoxycarbonylmethylthio)indolizines having an acyl and/or a cyano group at the 1- and 3-positions under several alkaline conditions were examined, and title compounds, thieno[3,2-<I>a</I>]- and thieno[2,3-<I>b</I>]indolizine derivatives were obtained in fairly good yields. The cyclization modes observed in these transformation reactions were in accord with those expected by the molecular orbital calculations using some model compounds and by the stereochemical consideration of starting indolizines. The alkylations of 3-hydroxythieno[3,2-<I>a</I>]- and 3-hydroxythieno[2,3-<I>b</I>]indolizines were also investigated and the corresponding <I>O</I>- and <I>C</I>-alkylated heterocycles were formed in good yields.
- 公益社団法人 日本化学会の論文
著者
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Kakehi Akikazu
Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University
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Matsumoto Shin-ichi
Department of Electronics and Informatics, Ryukoku University, Seta, Otsu 520-2194, Japan
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Ito Suketaka
Department of Applied Chemistry Faculty of Engineering Nagoya University
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Matsumoto Shin-ichi
Department of Industrial Chemistry, Faculty of Engineering, Shinshu University
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Fujii Tuneo
Department of Industrial Chemistry, Faculty of Engineering, Shinshu University
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Morimoto Yuichiro
Department of Industrial Chemistry, Faculty of Engineering, Shinshu University
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Shiohara Morio
Department of Industrial Chemistry, Faculty of Engineering, Shinshu University
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