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Radziszewski Reaction

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr518

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Radziszewski Reaction. Comprehensive Organic Name Reactions and Reagents. 518:2293–2297.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The synthesis of an imidazole derivative by the condensation of an α-dicarbonyl compound (e.g., glyoxal), an aldehyde and two equivalents of dry ammonia in alcohol and is generally known as the Radziszewski reaction. This reaction in general gives poor yields and suffers from some side reactions. This reaction is useful for the preparation of imidazoles with a substituent at position 2 from adjacent di-carbonyl compounds. This reaction has been modified through the condensation of α-acetoacetone, cupric acetate, and aqueous ammonia to afford imidazoles substantially high yields. This reaction is very useful for the preparation of imidazole derivatives.

Keywords:

  • glyoxal;
  • ammonia;
  • imidazoles;
  • 2,3,5-triphenylimidazole