Efficient copper-catalyzed synthesis of poly-N-heterocycles containing amino acid residues

Chemistry. 2011 Jun 6;17(24):6765-71. doi: 10.1002/chem.201100690. Epub 2011 Apr 27.

Abstract

An efficient copper-catalyzed method has been developed for the synthesis of poly-N-heterocycles containing amino acid residues. The protocol uses readily available 2-halobenzamides containing amino acids and their methyl esters, substituted phenylacetonitriles, and malononitrile as the starting materials and the reactions were performed well under mild conditions. The method should provide a novel and useful strategy for synthesis of N-heterocyclic compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry*
  • Hydantoins / chemical synthesis*
  • Hydantoins / chemistry
  • Hydrocarbons, Halogenated / chemistry*
  • Molecular Structure
  • Quinolones / chemical synthesis*
  • Quinolones / chemistry

Substances

  • Amino Acids
  • Heterocyclic Compounds
  • Hydantoins
  • Hydrocarbons, Halogenated
  • Quinolones
  • Copper