Litcius/Paper detail

Nickel-Catalyzed Reductive Dicarbofunctionalization of Vinylarenes Enabled by Electrochemical Process

Pengwei Hu, Lin Guo, Lulu Zhao, Chao Yang, Wujiong Xia

2022Organic Letters28 citationsDOI

Abstract

An intermolecular alkene dicarbofunctionalization via electrochemical reduction that combines alkyl and aryl iodides with styrene derivatives was herein reported. The multicomponent reaction exhibited several synthetic advantages including simple operation, wide substrate scope, and convenience of amplification. Mechanistic investigations, including cyclic voltammetry (CV), electron paramagnetic resonance (EPR), and radical trapping reactions, support the electrochemical nickel catalytic cycle and formation of alkyl radical species from alkyl iodides.

Topics & Concepts

ChemistryAlkylCatalysisCyclic voltammetryNickelArylElectrochemistryAlkeneElectron paramagnetic resonanceReagentSubstrate (aquarium)Catalytic cycleCombinatorial chemistryPhotochemistryReductive eliminationStyreneSpin trappingOrganic chemistryRadicalElectrodePhysical chemistryCopolymerOceanographyGeologyPhysicsNuclear magnetic resonancePolymerRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques