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Thorpe-Ziegler Cyclization

(Thorpe-Ziegler Reaction)

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr620

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Thorpe-Ziegler Cyclization. Comprehensive Organic Name Reactions and Reagents. 620:2766–2769.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The Thorpe–Ziegler cyclization is a base-catalyzed intramolecular condensation of α,ω-dinitriles to form cyclic ketones and has been employed especially for the preparation of macrocyclic ketones by a high dilution technique. Occasionally, this reaction is also known as the Thorpe–Ziegler addition. This reaction has been extended to the intramolecular condensation of ω-cyano sulfones. Currently, this reaction has been used for the preparation of heterocycles.

Keywords:

  • alkyl nitriles;
  • macrocyclic ketones;
  • sodium ethoxide;
  • α,ω-dinitriles