Preparation of 2,5-disubstituted oxazoles from N-propargylamides

Org Lett. 2001 Aug 9;3(16):2501-4. doi: 10.1021/ol016133m.

Abstract

[reaction: see text] 2,5-Disubstituted oxazoles have been prepared through the reaction of N-propargylamides with aryl iodides in the presence of Pd(2)(dba)(3), tri(2-furyl)phosphine, and NaO(t)()Bu. The reaction appears to proceed through a palladium-catalyzed coupling step followed by the in situ cyclization of the resultant coupling product.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis*
  • Catalysis
  • Cyclization
  • Indicators and Reagents
  • Oxazoles / chemical synthesis*
  • Palladium / chemistry
  • Pargyline / analogs & derivatives*
  • Pargyline / chemical synthesis*
  • Solvents

Substances

  • Amides
  • Indicators and Reagents
  • Oxazoles
  • Solvents
  • Palladium
  • Pargyline