Volume 31, Issue 7
Heterocyclic Compounds
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ChemInform Abstract: Efficient Tin Hydride-Mediated Radical Cyclization of Secondary Amides. Part 1. Synthesis of a Variety of Substituted Pyrrolidinones.

Justin S. Bryans

Justin S. Bryans

Dep. Chem., Univ. York, Heslington, York YO10 5DD, UK

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Jonathan M. Large

Jonathan M. Large

Dep. Chem., Univ. York, Heslington, York YO10 5DD, UK

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Andrew F. Parsons

Andrew F. Parsons

Dep. Chem., Univ. York, Heslington, York YO10 5DD, UK

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First published: 10 June 2010

Abstract

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ChemInform Abstract

Secondary haloamides are demonstrated to undergo free radical cyclization reactions in boiling toluene. Bulky N-protection groups, established for related cyclizations, are not required. Diastereoselectivity and efficiency of these reactions are found to depend on nature and position of the C-chain substituents.

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