Rhodium-catalyzed synthesis of isothiocyanate from isonitrile and sulfur

Mieko Arisawa, Masanori Ashikawa, Atsushi Suwa, Masahiko Yamaguchi

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Rhodium complexes RhH(PPh3)4 and Rh(acac)(CH 2CH2)2 catalyze sulfuration of isonitrile with sulfur giving isothiocyanates in high yields. The metal-catalyzed reaction is rapid in refluxing acetone, and completes within 3 h in most cases. The reaction exhibits induction period, which disappeared by preheating sulfur in refluxing acetone for 1.5 h. Use of several organic polysulfides in this transformation was examined in order to compare the reactivity.

Original languageEnglish
Pages (from-to)1727-1729
Number of pages3
JournalTetrahedron Letters
Volume46
Issue number10
DOIs
Publication statusPublished - 2005 Mar 7

Keywords

  • Induction period
  • Isonitrile
  • Isothiocyanate
  • Rhodium complex
  • Sulfur

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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