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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 10
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Original Articles

DIRECT SYNTHESIS OF γ-BUTYROLACTONES VIA γ-PHENYL SUBTITUTED BUTYRIC ACIDS MEDIATED BENZYL RADICAL CYCLIZATION

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Pages 1467-1475 | Received 21 Sep 1999, Published online: 02 Aug 2010
 

Abstract

Synthesis of several γ-butyrolactones with aromatic substitution at carbon 5 from comparative γ-aryl acids with 25–85% yield are covered. The straight oxidation in the presence of peroxydisulphate-copper(II)chloride system in aqueous medium was applied. The reaction is highly regioselective and leads exclusively to γ-butyrolactone, through stable benzylic radical intermediate.

ACKNOWLEDGMENTS

We appreciate the Research Committee of Guilan University for the partial support given to this study.

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