Synthesis of Symmetrical and Unsymmetrical 1,4-Dithiins by Rhodium-Catalyzed Sulfur Addition Reaction to Alkynes

Mieko Arisawa, Takuya Ichikawa, Saori Tanii, Masahiko Yamaguchi

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A convenient synthetic method for 1,4-dithiins was developed using sulfur and alkynes. A rhodium complex catalyzes the addition reaction of sulfur with cyclic alkynes giving the corresponding symmetrical 1,4-dithiines under reflux conditions in 2-butanone. Unsymmetrical 1,4-dithiins are synthesized by the reaction of sulfur with dialkyl acetylenedicarboxylates in the presence of cyclic alkynes or vinyl ethers.

Original languageEnglish
Article numberss-2016-f0186-op
Pages (from-to)3107-3119
Number of pages13
JournalSynthesis (Germany)
Volume48
Issue number18
DOIs
Publication statusPublished - 2016 Sep 19

Keywords

  • 1,4-dithiins
  • addition reaction
  • alkynes
  • rhodium
  • sulfur

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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