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Electrocarboxylation of Aryl Epoxides with CO<sub>2</sub>for the Facile and Selective Synthesis of β‐Hydroxy Acids

Yanwei Wang, Shunyao Tang, Guoqing Yang, Siyi Wang, Dengke Ma, Youai Qiu

2022Angewandte Chemie International Edition107 citationsDOI

Abstract

Abstract Herein, an efficient and facile approach to valuable β‐hydroxy acid derivatives from readily available aryl epoxides and CO 2 with high chemo‐ and regioselectivity under mild and sustainable electrochemical conditions is described. This approach showed broad substrate scope and good functional‐group compatibility. In addition to aryl epoxides, four‐ to six‐membered aryl cyclic ethers could all be tolerated in the reaction to provide synthetically useful hydroxy acids with high efficiency. Further late‐stage carboxylation of complex molecules and drug derivatives demonstrated its potential application in the pharmaceutical industry. Mechanistic studies disclosed possible reaction pathways.

Topics & Concepts

ArylChemistryCombinatorial chemistryOrganic chemistryAlkylCarbon dioxide utilization in catalysisAsymmetric Hydrogenation and CatalysisCO2 Reduction Techniques and Catalysts
Electrocarboxylation of Aryl Epoxides with CO<sub>2</sub>for the Facile and Selective Synthesis of β‐Hydroxy Acids | Litcius