A gold-catalysed imine-propargylamine cascade sequence: synthesis of 3-substituted-2,5-dimethylpyrazines and the reaction mechanism

Chem Commun (Camb). 2014 May 7;50(35):4567-70. doi: 10.1039/c4cc01485e.

Abstract

The gold-catalysed coupling reaction between propargylamine-derived imines and propargylamine exclusively afforded pyrazines. Besides, in order to understand the mechanism of this sequence, deuterium labeling and computational studies have been performed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Gold / chemistry*
  • Imines / chemistry*
  • Models, Molecular
  • Pargyline / analogs & derivatives*
  • Pargyline / chemistry
  • Propylamines / chemistry*
  • Pyrazines / chemical synthesis*
  • Pyrazines / chemistry

Substances

  • Imines
  • Propylamines
  • Pyrazines
  • propargylamine
  • Gold
  • Pargyline
  • 2,5-dimethylpyrazine