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

Mieko Arisawa, Fumihiko Toriyama, Masahiko Yamaguchi

Research output: Contribution to journalArticle

7 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1349-1352
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume58
Issue number10
DOIs
Publication statusPublished - 2010 Oct 1

Keywords

  • Disulfide
  • Organothio exchange reaction
  • Rhodium catalyst
  • Thioketone

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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