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Mattox-Kendall Reaction

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr414

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Mattox-Kendall Reaction. Comprehensive Organic Name Reactions and Reagents. 414:1845–1848.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The synthesis of α,β-unsaturated ketones by means of dehydrobromination of phenylhydrazone of a semicarbazone derivative of the corresponding α-bromoketone is known as the Mattox–Kendall reaction. This reaction has been used for the transformation of steroids and also applicable to cyclic α-bromo ketones or alicyclic ketones. On the other hand, this reaction does not work for methyl 4β-bromo-3-ketocholanate. This reaction has been modified for the direct elimination of hydrogen bromide by using collidine as a base.

Keywords:

  • steroids;
  • α,β-unsaturated ketones;
  • hydrazone;
  • α-bromo ketone