Palladium-catalyzed oxidative tandem reaction of allylamines with aryl halides leading to alpha,beta-unsaturated aldehydes

Chem Commun (Camb). 2009 Dec 14:(46):7236-8. doi: 10.1039/b917782e. Epub 2009 Oct 21.

Abstract

A novel tandem protocol involving a Heck reaction process for the synthesis of alpha,beta-unsaturated aldehydes has been developed. In the presence of Pd(OAc), PPh3, NaOAc, TBAB and air, N-allylbenzenamines underwent the reaction with various aryl halides to afford the corresponding alpha,beta-unsaturated aldehydes selectively in moderate to good yields. The protocol can also be used as a valuable route for the deallylation of arylamines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemical synthesis*
  • Alkenes / chemistry
  • Amines / chemistry*
  • Catalysis
  • Hydrocarbons, Aromatic / chemistry
  • Methods
  • Oxygen
  • Palladium

Substances

  • Aldehydes
  • Alkenes
  • Amines
  • Hydrocarbons, Aromatic
  • Palladium
  • Oxygen