2-Substituted 3-arylindoles through palladium-catalyzed arylative cyclization of 2-alkynyltrifluoroacetanilides with arylboronic acids under oxidative conditions

Org Biomol Chem. 2013 Jan 28;11(4):545-8. doi: 10.1039/c2ob27125g. Epub 2012 Dec 6.

Abstract

Free NH 2-substituted 3-arylindoles have been prepared usually in good to high yields through the palladium-catalyzed reaction of readily available 2-alkynyltrifluoroacetanilides with arylboronic acids under oxidative conditions. The reaction tolerates a variety of useful functional groups both in the arylboronic acid and in the alkyne, including chloro, formyl, and ester groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetanilides / chemistry*
  • Boronic Acids / chemistry*
  • Catalysis
  • Cyclization
  • Indoles / chemistry*
  • Oxidation-Reduction
  • Palladium / chemistry*

Substances

  • Acetanilides
  • Boronic Acids
  • Indoles
  • trifluoroacetanilide
  • Palladium