Direct synthesis of highly substituted thiophenes through copper(i)-catalyzed tandem reactions of alkylidenethiiranes with terminal alkynes

Chem Commun (Camb). 2009 Aug 21:(31):4729-31. doi: 10.1039/b909284f. Epub 2009 Jun 30.

Abstract

A novel copper(i)-catalyzed tandem addition/cycloisomerization reaction of 1-phenylsulfonylalkylidenethiiranes with terminal alkynes for the convergent assembly of 2-(alpha-phenylsulfonylalkyl)-thiophenes is reported, which could directly assemble various functional groups incorporated into the thiophene ring.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Cyclization
  • Isomerism
  • Molecular Structure
  • Thiophenes / chemistry*

Substances

  • Alkynes
  • Thiophenes
  • Copper