Published Online: 15 SEP 2010
Copyright © 2010 John Wiley & Sons, Inc. All rights reserved.
Comprehensive Organic Name Reactions and Reagents
How to Cite
2010. Trofimov Reaction. Comprehensive Organic Name Reactions and Reagents. 626:2793–2796.
- Published Online: 15 SEP 2010
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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.