Rhodium-Catalyzed Organothio Exchange Reaction of .ALPHA.-Organothioketones with Disulfides

  • Arisawa Mieko
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University
  • Toriyama Fumihiko
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University
  • Yamaguchi Masahiko
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University WPI Research Center, Advanced Institute for Materials Research, Tohoku University

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  • Rhodium-catalyzed organothio exchange reaction of α-organothioketones with disulfides
  • Rhodium catalyzed organothio exchange reaction of a organothioketones with disulfides

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Abstract

RhH(PPh3)4 and 1,2-bis(diphenylphosphino)ethane (dppe) catalyzed the organothio exchange reaction of α-organothioketones and organic disulfides. The reaction was affected by the structure of the substrate: α-phenylthio and α-alkylthio aryl ketones reacted effectively with diaryl and dialkyl disulfides; α-phenylthio dialkyl ketones reacted with diaryl disulfides but not with dialkyl disulfides; diaryl disulfides with electron-donating p-substituents were more reactive than those with electron-withdrawing p-substituents.

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