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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 13
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Original Articles

Oxidative Ring Contraction of Cycloalkanones: A Facile Method for Synthesis of Medium Ring Cycloalkanecarboxylic Acids

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Pages 2281-2291 | Accepted 15 Nov 1998, Published online: 17 Sep 2007
 

Abstract

Cycloalkanones (1) oxidized with 30% hydrogen peroxide in the presence of poly(bisanthracenyl) diselenide (5b) as catalyst, produce cycloalkanecar-boxylic acids (2) having one carbon atom less in the ring that the substrate. Although preparative yield of acids 2 does not exceed 60% the reaction can be applied as a simple way for synthesis of cycloalkanecarboxylic acids with five to seven-membered ring.

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