Unexpected reactivity of the burgess reagent with thiols: synthesis of symmetrical disulfides

J Org Chem. 2007 Jun 22;72(13):4989-92. doi: 10.1021/jo070099t. Epub 2007 Jun 1.

Abstract

Reaction of the Burgess reagent with a series of aliphatic and aromatic thiols led to the corresponding symmetrical disulfides in high yields. No olefins were detected in the reactions of aliphatic thiols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chlorides / chemistry
  • Disulfides / chemical synthesis*
  • Disulfides / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Stereoisomerism
  • Sulfhydryl Compounds / chemistry*
  • Temperature

Substances

  • Chlorides
  • Disulfides
  • Sulfhydryl Compounds