Reactions of benzocyclopropene with sulfonyl isocyanates and nitrones: Cycloadditions through C-C .SIGMA.-bond rupture of three-membered ring.

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概要

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• Alkane- and arenesulfonyl isocyanates were added to benzocyclopropene across the C–C σ-bond of the three-membered ring, giving 2-sulfonyl-1-isoindolinones. The reaction with <I>C</I>,<I>N</I>-diphenylnitrone afforded a similar cyclization product, 3,4-dihydro-3,4-diphenyl-1<I>H</I>-2,3-benzoxazine. These reactions are considered to proceed through zwitterionic intermediates formed by the fission of the C–C σ-bond of the three-membered ring by the electrophiles.

• 公益社団法人 日本化学会の論文

著者

• Kagabu Shinzo

  Department Of Chemistry Faculty Of Education Gifu University

• Takahashi Kensuke

  Department Of Applied Chemistry Nagoya Institute Of Technology

• Saito Katsuhiro

  Department Of Agricultural And Resource Economics The University Of Tokyo

• Watanabe Hiroyuki

  Department Of Agricultural Chemistry Ibaraki University

• Wada Katsuaki

  Yuki Research Center, Nihon Tokushu Noyaku Seizo and Co.

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