A convenient synthesis of anthranilic acids by Pd-catalyzed direct intermolecular ortho-C-H amidation of benzoic acids

Chem Commun (Camb). 2012 Dec 11;48(95):11680-2. doi: 10.1039/c2cc36502b.

Abstract

An efficient method for synthesis of anthranilic acids by Pd-catalyzed ortho-C-H amidation of benzoic acids is disclosed. The amidation is proposed to proceed by carboxylate-assisted ortho-C-H palladation to form an arylpalladium(II) complex, followed by nitrene insertion to the Pd-C bond.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoates / chemistry*
  • Carbon / chemistry
  • Catalysis
  • Coordination Complexes / chemistry
  • Hydrogen / chemistry
  • Palladium / chemistry*
  • ortho-Aminobenzoates / chemical synthesis
  • ortho-Aminobenzoates / chemistry*

Substances

  • Benzoates
  • Coordination Complexes
  • ortho-Aminobenzoates
  • Palladium
  • Carbon
  • Hydrogen