4.7 Article

Electrochemical Radical Reaction Construction of C-C Bonds: Access to 1,4-Dicarbonyl Compounds from Enol Acetates and 1,3-Diketones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 19, Pages 13749-13759

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c01407

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A simple and efficient method for synthesis of 1,4-diketones has been developed using novel and efficient electrochemical radical reactions. The reactions were carried out under catalyst-free and oxidant-free conditions, and resulted in a wide range of substrates and good group tolerance. The obtained 1,4-diketones can be easily transformed into pyrrole and furan derivatives.
As important substrates for the construction of heterocycles, a simple and efficient approach for synthesis of 1,4-diones is highly desirable. In this work, novel and efficient electrochemical radical reactions of enol acetates and 1,3-diketones have been developed to successfully achieve 1,4-diketones under catalyst-free and oxidant-free conditions. The wide range of substrates, good group tolerance, and simple operation process make the approach have important practical value. Moreover, the obtained 1,4-diketones can be easily further transformed to pyrrole and furan derivatives.

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