Electrochemical Carboarylation of Activated Alkenes with CO2 and Electron-deficient Aryl Bromides

Zhaoliang Yang; Chunlei Liu; Cheng Zhong; Jianye Zhang; Shengzhang Liu; mingming Yu; yangyang Li; Hong Yi; Aiwen Lei

doi:10.1002/cjoc.202400661

Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (24) : 3367 -3372. DOI: 10.1002/cjoc.202400661

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Electrochemical Carboarylation of Activated Alkenes with CO₂ and Electron-deficient Aryl Bromides

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Abstract

Comprehensive Summary:The simultaneous construction of two vicinal C—C bonds in a molecule remains a significant challenge. In this work, we disclose an electroreductive carboarylation of activated alkenes under mild, transition metal-free conditions. Utilizing readily available starting materials (electron-deficient aryl bromides, activated alkenes, and CO ₂), this method demonstrates broad substrate scope and good functional group tolerance. Notably, this strategy enables the addition of two distinct electrophiles across an alkene in a highly chemo- and regioselective manner.

Keywords

Electroreductive / Difunctionalization / Carboarylation / Activated alkenes / CO ₂ / Aryl bromides

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Zhaoliang Yang, Chunlei Liu, Cheng Zhong, Jianye Zhang, Shengzhang Liu, mingming Yu, yangyang Li, Hong Yi, Aiwen Lei. Electrochemical Carboarylation of Activated Alkenes with CO₂ and Electron-deficient Aryl Bromides. Chinese Journal of Chemistry, 2024, 42(24): 3367-3372 DOI:10.1002/cjoc.202400661