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Claisen-Schmidt Condensation

(Claisen-Schmidt Reaction)

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr145

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Claisen-Schmidt Condensation. Comprehensive Organic Name Reactions and Reagents. 145:660–664.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The condensation of an aromatic aldehyde with an aliphatic aldehyde or ketone in the presence of a base or an acid to form an α,β-unsaturated aldehyde or ketone with high chemoselectivity is generally known as Claisen–Schmidt condensation. This reaction has been applied to the preparation of chalcone, flavanone, 1,3-diarylpropane derivatives, and a new family of macrocycles in a single step. This condensation is found to be accelerated by microwave activation either in a polar solvent (e.g., H2O) or without solvent, starting from aldehydes or by means of acetals. The magnesium oxide crystal has been applied as catalyst. It has also been observed that the reactants with substituent groups in either of the two aromatic rings undergo the Claisen–Schmidt condensation at a slower rate than the unsubstituted reactants.

Keywords:

  • α,β-unsaturated aldehyde;
  • α-arylidenecycloalkanones;
  • acidic catalysis;
  • α,α′-diarylidenecycloalkanones