One pot synthesis of substituted tropones from 7,7-dihalo-2,3-(or 3,4-)epoxybicyclo(4.1.0)heptane derivatives.

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概要

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• In order to obtain a scope and limitations of the reaction for newly developed tropone synthesis, some substituted 2,3- and 3,4-epoxy-7,7-dihalobicyclo[4.1.0]heptanes have been prepared and treated with several acids. We found that (1) the epoxy-carbons of starting materials should have, at least, one substituent which may stabilize the carbenium ion formed by cleavage of the epoxide with acid, (2) as halogens in the starting materials, bromine is superior to chlorine, (3) use of 20 molar equivalent of TFA to a substrate in chloroform at refluxing temperature or use of each 5 molar equivalent of TCA and water to a substrate in toluene at 100°C is recommended.

• 公益社団法人 日本化学会の論文

著者

• Kato Masahiko

  Faculty Of Engineering Hiroshima University

• Miwa Toshio

  Faculty of Science, Osaka City University

• Kato Masahiko

  Faculty of Science, Osaka City University

• Yamamoto Shigeyuki

  Faculty of Science, Osaka City University

• Nomura Shigeki

  Faculty of Science, Osaka City University

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