Standard Article

Trofimov Reaction

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr626

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Trofimov Reaction. Comprehensive Organic Name Reactions and Reagents. 626:2793–2796.

Publication History

  1. Published Online: 15 SEP 2010

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

The synthesis of 2-substituted, 2,3-, or 2,5-disubstituted pyrroles or N-vinylpyrroles from ketoximes and acetylene in a superbasic solution (i.e., MOH/DMSO, M = Li, Na, K) is generally known as the Trofimov reaction. This reaction has been carried out using an even stronger base (e.g., alkali metal alkoxide) along with alkali hydroxide in N-methylpyrrolidone to give better yields. In addition, a straightforward one-pot transformation of ketone into 2,3-disubstituted pyrrole or N-vinylpyrroles by the consecutive reaction of a ketone with hydroxylamine and acetylene in DMSO/KOH has been developed. This reaction is very useful in the preparation of pyrrole derivatives.

Keywords:

  • acetylene;
  • chloroethene;
  • ketoximes;
  • N-vinylpyrroles