Formation of enamides via palladium(II)-catalyzed vinyl transfer from vinyl ethers to nitrogen nucleophiles

Org Lett. 2004 May 27;6(11):1845-8. doi: 10.1021/ol0494360.

Abstract

Palladium(II) complexes catalyze the formation of enamides via the formal cross-coupling reaction between nitrogen nucleophiles and vinyl ethers. These vinyl transfer reactions proceed in good yields with amide, carbamate, and sulfonamide nucleophiles, and the optimal catalyst is (DPP)Pd(OCOCF(3))(2) (DPP = 4,7-diphenyl-1,10-phenanthroline). [reaction: see text]

Publication types

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

MeSH terms

  • Amides / chemical synthesis*
  • Amides / chemistry*
  • Catalysis
  • Molecular Structure
  • Nitrogen / chemistry*
  • Palladium / chemistry*
  • Vinyl Compounds / chemistry*

Substances

  • Amides
  • Vinyl Compounds
  • vinyl ether
  • Palladium
  • Nitrogen