The palladium-catalyzed cyanation of indole C-H bonds with the combination of NH4HCO3 and DMSO as a safe cyanide source

Chem Commun (Camb). 2011 Jun 21;47(23):6725-7. doi: 10.1039/c1cc11603g. Epub 2011 May 10.

Abstract

A palladium-catalyzed cyanation of the 3-position of indole sp(2) C-H bonds by the combination of NH(4)HCO(3) and DMSO as the "CN" source was achieved to provide aromatic nitriles in moderate to good yields with excellent regioselectivity. It represents a practical and safe cyanation method.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bicarbonates / chemistry*
  • Carbon / chemistry
  • Catalysis
  • Cyanides / chemistry*
  • Dimethyl Sulfoxide / chemistry*
  • Hydrogen / chemistry
  • Indoles / chemistry*
  • Palladium / chemistry*

Substances

  • Bicarbonates
  • Cyanides
  • Indoles
  • ammonium bicarbonate
  • Palladium
  • Carbon
  • Hydrogen
  • indole
  • Dimethyl Sulfoxide