Twofold C-H functionalization: palladium-catalyzed ortho arylation of anilides

Org Lett. 2008 Jun 5;10(11):2207-10. doi: 10.1021/ol800619c. Epub 2008 May 9.

Abstract

The ortho arylation of anilides to form biphenyls via a twofold C-H functionalization/C-C bond-forming process is described. The oxidative coupling takes place in the presence of 5-10 mol % of Pd(OAc)2, 10-20 mol % of DMSO, and 4-11 equiv of the aryl substrate in TFA under an oxygen atmosphere. No metal-containing cocatalyst is required.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Anilides / chemistry*
  • Carbon / chemistry*
  • Catalysis
  • Hydrogen / chemistry*
  • Oxidation-Reduction
  • Palladium / chemistry*

Substances

  • Anilides
  • Palladium
  • Carbon
  • Hydrogen