Palladium-catalyzed oxidative C-H bond coupling of steered acetanilides and aldehydes: a facile access to ortho-acylacetanilides

Org Lett. 2011 Jun 17;13(12):3258-61. doi: 10.1021/ol201201a. Epub 2011 May 20.

Abstract

A palladium-catalyzed oxidative C-H bond functionalization/ortho-acylation of acetanilides using easily accessible aldehyde as the acyl source is described. In the presence of a Pd(TFA)(2) catalyst and tert-butylhydroperoxide at 90 °C in general, an array of ortho-acylacetanilides can be afforded in good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetanilides / chemical synthesis*
  • Acetanilides / chemistry*
  • Aldehydes / chemistry*
  • Catalysis
  • Molecular Structure
  • Oxidation-Reduction
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Acetanilides
  • Aldehydes
  • Palladium