Efficient synthesis of imidazoles from aldehydes and 1,2-diketones using microwave irradiation

Org Lett. 2004 Apr 29;6(9):1453-6. doi: 10.1021/ol049682b.

Abstract

[reaction: see text] A simple, high-yielding synthesis of 2,4,5-trisubstituted imidazoles from 1,2-diketones and aldehydes in the presence of NH(4)OAc is described. Under microwave irradiation, alkyl-, aryl-, and heteroaryl-substituted imidazoles are formed in yields ranging from 80 to 99%. Short syntheses of lepidiline B and trifenagrel illustrate the utility of this approach.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemical synthesis
  • Aldehydes / chemistry*
  • Aldehydes / radiation effects
  • Imidazoles / chemical synthesis*
  • Ketones / chemical synthesis
  • Ketones / chemistry*
  • Ketones / radiation effects
  • Microwaves*
  • Molecular Structure

Substances

  • Aldehydes
  • Imidazoles
  • Ketones
  • trifenagrel