Copper-catalyzed synthesis of quinazoline derivatives via Ullmann-type coupling and aerobic oxidation

J Org Chem. 2010 Nov 19;75(22):7936-8. doi: 10.1021/jo101685d. Epub 2010 Oct 22.

Abstract

A simple and efficient copper-catalyzed approach to quinazoline derivatives has been developed, and the protocol uses readily available substituted (2-bromophenyl)methylamines and amides as the starting materials, and the cascade reactions were performed under air via sequential Ullmann-type coupling and aerobic oxidation without addition of any ligand or additive. The present method provides a convenient and practical strategy for synthesis of quinazoline derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Copper / chemistry*
  • Ligands
  • Methylamines / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Quinazolines / chemical synthesis*
  • Quinazolines / chemistry

Substances

  • Ligands
  • Methylamines
  • Quinazolines
  • Copper