Synthesis of thiiranes by rhodium-catalyzed sulfur addition reaction to reactive alkenes

Mieko Arisawa, Takuya Ichikawa, Masahiko Yamaguchi

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

A rhodium complex derived from RhH(PPh3)4, dppe, and 4-ethynyltoluene catalyzes the addition reaction of sulfur to norbornenes giving the corresponding thiiranes under acetone reflux conditions. The rhodium complex effectively transfers a sulfur atom to the double bond from sulfur, and exo-adducts are obtained. The reaction is also applicable to (E)-cyclooctene and cyclic allenes. The ring-opening reaction of the thiiranes with lithium aluminium hydride gives the corresponding thiols. This journal is

Original languageEnglish
Pages (from-to)8821-8824
Number of pages4
JournalChemical Communications
Volume51
Issue number42
DOIs
Publication statusPublished - 2015 May 25

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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