Palladium-catalyzed direct intermolecular α-arylation of amides with aryl chlorides

Org Lett. 2013 Aug 16;15(16):4190-3. doi: 10.1021/ol4019002. Epub 2013 Aug 5.

Abstract

An efficient catalytic system for the direct intermolecular α-arylation of acetamide derivatives with aryl chlorides is presented. Chemoselectivities up to 10:1 in the mono- and diarylation of acetamides were achieved by careful selection of bases, solvents, and stoichiometry. Bis-arylated amides were prepared in up to 95% yield.

Publication types

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

MeSH terms

  • Acetamides / chemical synthesis*
  • Acetamides / chemistry
  • Amides / chemistry*
  • Catalysis
  • Chlorides / chemistry*
  • Molecular Structure
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Acetamides
  • Amides
  • Chlorides
  • Palladium