A nickel-catalyzed route to pyridines

J Am Chem Soc. 2005 Apr 13;127(14):5030-1. doi: 10.1021/ja0508931.

Abstract

A mild and general route for preparing pyridines from nitriles and diynes is described. Ni/imidazolyidene complexes were used to mediate cyclization alkynes and both aryl and alkyl nitriles at ambient temperature. In addition, the efficacy of this protocol allows for the preparation of a fused seven-membered pyridone and for intermolecular cyclizations. When an asymmetrical diyne was employed, cyclization afforded a single pyridine regioisomer.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkynes / chemistry
  • Catalysis
  • Cyclization
  • Nickel / chemistry*
  • Nitriles / chemistry
  • Organometallic Compounds / chemistry
  • Pyridines / chemical synthesis*

Substances

  • Alkynes
  • Nitriles
  • Organometallic Compounds
  • Pyridines
  • Nickel