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

J Org Chem. 2023 Oct 6;88(19):13749-13759. doi: 10.1021/acs.joc.3c01407. Epub 2023 Sep 19.

Abstract

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.