Synthesis of sulfur-sulfur bond formation from thioamides promoted by 2,3-dichloro-5,6-dicyanobenzoquinone

Org Lett. 2010 Dec 3;12(23):5570-2. doi: 10.1021/ol102455x. Epub 2010 Nov 10.

Abstract

A mild and efficient synthesis of sulfur-sulfur bond formation from thioformanilides with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) is described. Functionality on the aromatic ring plays a key role in the formation of a sulfur-sulfur bond.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoquinones / chemistry*
  • Benzoquinones / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Dimerization
  • Disulfides / chemistry
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Oxidation-Reduction
  • Sulfur / chemistry*
  • Thioamides / chemistry*

Substances

  • Benzoquinones
  • Disulfides
  • Thioamides
  • dichlorodicyanobenzoquinone
  • Sulfur