Copper-catalyzed one-pot synthesis of imidazo/benzoimidazoquinazolinones by sequential Ullmann-type coupling and intramolecular C-H amidation

Chemistry. 2012 Jan 23;18(4):1180-6. doi: 10.1002/chem.201102794. Epub 2011 Dec 21.

Abstract

A simple, practical, and highly efficient copper-catalyzed one-pot synthesis of imidazo/benzoimidazoquinazolinones has been developed. The procedure is based on a sequential copper-catalyzed Ullmann-type N-arylation and aerobic oxidative intramolecular C-H amidation. This method should provide a new and useful strategy for construction of N-heterocycles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis
  • Amides / chemistry*
  • Azo Compounds / chemical synthesis
  • Azo Compounds / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Imidazoles / chemical synthesis
  • Imidazoles / chemistry*
  • Molecular Structure
  • Quinazolinones / chemical synthesis
  • Quinazolinones / chemistry*

Substances

  • Amides
  • Azo Compounds
  • Imidazoles
  • Quinazolinones
  • Copper