Electroreductive Carbofunctionalization of Alkenes with Alkyl Bromides via a Radical-Polar Crossover Mechanism
Wen Zhang and Song Lin*
*Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14850, United States, Email: songlincornell.edu
W. Zhang, S. Lin, J. Am. Chem. Soc., 2020, 142, 19844-19849.
DOI: 10.1021/jacs.0c08532 (free Supporting Information)
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An electrochemical reductive functionalization of alkenes with strategic choice of reagents and reaction conditions enables an addition of two distinct electrophiles in a highly chemo- and regioselective fashion. Intermolecular carboformylation, anti-Markovnikov hydroalkylation, and carbocarboxylation of alkenes can be achieved via electroreductive generation of alkyl radical and carbanion intermediates.
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