Organic Chemistry Portal

Abstracts

Search:

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)


see article for more reactions

Abstract

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.

see article for more examples



Key Words

formylation, alkylations, multicomponent reactions, electrochemistry


ID: J48-Y2020