Copper-mediated pyrazole synthesis from 2,3-allenoates or 2-alkynoates, amines and nitriles

Chem Commun (Camb). 2014 Jul 21;50(57):7677-9. doi: 10.1039/c4cc02856b.

Abstract

An efficient copper-mediated three-component reaction of 2,3-allenoates or 2-alkynoates, amines, and nitriles affording fully substituted pyrazoles with a very nice diversity has been developed. A tandem conjugate addition, 1,2-addition, and N-N bond formation mechanism has been proposed for this diverse synthesis of pyrazoles based on mechanistic studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemical synthesis
  • Amines / chemical synthesis*
  • Copper / chemistry*
  • Naphthalenes / chemical synthesis*
  • Nitriles / chemical synthesis*
  • Pyrazoles / chemical synthesis*

Substances

  • Alkynes
  • Amines
  • Naphthalenes
  • Nitriles
  • Pyrazoles
  • pyrazole
  • Copper
  • allenolic acid