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Electrochemically Driven Deoxygenative Borylation of Alcohols and Carbonyl Compounds.

ABSTRACT: We present a new, unified approach for the transformation of benzylic and allylic alcohols, aldehydes, and ketones into boronic esters under electroreductive conditions. Key to our strategy is the use of readily available pinacolborane, which serves both as an activator and an electrophile by first generating a redox-active trialkylborate species and then delivering the desired deoxygenatively borylated product. This strategy is applicable to a variety of substrates and can be employed for the late-stage functionalization of complex molecules.

SUBMITTER: Guan W

PROVIDER: S-EPMC10624253 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature

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Electrochemically Driven Deoxygenative Borylation of Alcohols and Carbonyl Compounds.

Guan Weiyang W Chang Yejin Y Lin Song S

Journal of the American Chemical Society 20230727 31

We present a new, unified approach for the transformation of benzylic and allylic alcohols, aldehydes, and ketones into boronic esters under electroreductive conditions. Key to our strategy is the use of readily available pinacolborane, which serves both as an activator and an electrophile by first generating a redox-active trialkylborate species and then delivering the desired deoxygenatively borylated product. This strategy is applicable to a variety of substrates and can be employed for the l ...[more]

PMID: 37499221

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