A Practical Regioselective Synthesis of Alkylthio- or Arylthioindoles without the Use of Smelly Compounds Such as Thiols

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概要

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• A convenient method for the synthesis of 3-methylthioindoles has been established which does not use smelly compounds such as thiol derivatives. The method, which introduces an alkyl- or arylthio-group into the C3-position of the indole skeleton, was extended to the direct introduction of a methylthio or bromo group at the C2-position using 3-methylthioindoles. No dimerization occurred, and the reaction mechanism was confirmed. The products have the partial structure of potent anti-methicillin-resistant Staphylococcus aureus (anti-MRSA) bromomethylthioindoles (MC 5–8) isolated from marine algae. Furthermore, this reaction could be applied to the synthesis of 3, 3-diindolyl thioether which is a core structure of Echinosulfone A.

著者

• Kamei Yuto

  Coastal Bioenvironment Center Saga University

• Suzuki Hideharu

  Faculty of Pharmaceutical Sciences, Toho University

• Yokoyama Yuusaku

  Faculty of Pharmaceutical Sciences, Toho University

• Okuno Hiroaki

  Faculty of Pharmaceutical Sciences, Toho University

• Hamashima Toshihiko

  Faculty of Pharmaceutical Sciences, Toho University

• Mori Yoshiaki

  Faculty of Pharmaceutical Sciences, Toho University

• Sawada Kazunori

  Faculty of Pharmaceutical Sciences, Toho University

• Kasahara Yuko

  Faculty of Pharmaceutical Sciences, Toho University

• Murayama Daisuke

  Faculty of Pharmaceutical Sciences, Toho University

関連論文

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• A Practical Regioselective Synthesis of Alkylthio- or Arylthioindoles without the Use of Smelly Compounds Such as Thiols

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