Rhodium-catalyzed interconversion between acid fluorides and thioesters controlled using heteroatom acceptors

Mieko Arisawa, Toru Yamada, Masahiko Yamaguchi

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

A rhodium complex catalyzed the equilibrium acyl transfer reaction between acid fluorides and thioesters. In the presence of fluoride or thiolate acceptors, the reaction could be shifted to either product. RhH(PPh 3)4-dppe catalyzed the reaction of acid fluorides and diorgano disulfides in the presence of triphenylphosphine giving thioesters, which was accompanied by triphenylphosphine difluoride. The same complex catalyzed the reaction of aryl thioesters and hexafluorobenzene giving acid fluorides, which was accompanied by 1,4-di(arylthio)-2,3,5,6- tetrafluorobenzenes.

Original languageEnglish
Pages (from-to)6090-6092
Number of pages3
JournalTetrahedron Letters
Volume51
Issue number47
DOIs
Publication statusPublished - 2010 Nov 24

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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