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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 13, 1983 - Issue 5
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Original Articles

A Convenient One-Step Synthesis of 1,4-Diketones

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Pages 361-366 | Published online: 06 Dec 2006
 

Abstract

In the last few years, numerous efforts have been directed to the development of acetonylation methods1. Recent works in this laboratory have shown that O, O-t-butyl and O-isopropenyl peroxycarbonate 1 can be regarded as a good acetonylation reagent; its decomposition in solution results in the substitution of an hydrogen atom by an acetonyl group on each compound Σ-H able to undergo free radical addition reactions to alkenes2. The following free radical chain reaction mechanism has been proposed:

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