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Transition-Metal-Free, Reductive Csp<sup>2</sup>–Csp<sup>3</sup> Bond Constructions via Electrochemically Induced Alkyl Radicals

Shuhua Wu, Jiahui Huang, Lulu Kang, Yiyi Zhang, Kedong Yuan

2024Organic Letters10 citationsDOI

Abstract

bond without the aid of transition metal catalysts has been achieved by coupling the electrogenerated alkyl radicals with electron deficient (hetero)arenes in an undivided cell. Simultaneous cathodic reduction of both unactivated alkyl halides and cyanobenzenes under high potential enables radical-radical cross-coupling to deliver alkylarenes in the absence of transition metals. Depending on the coupling partner, the electrogenerated alkyl radicals can also proceed the Minisci-type reaction with N-heteroarenes without redox agents.

Topics & Concepts

ChemistryRadicalAlkylTransition metalHalidePhotochemistryRedoxCatalysisMetalMedicinal chemistryPolymer chemistryOrganic chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Transition-Metal-Free, Reductive Csp<sup>2</sup>–Csp<sup>3</sup> Bond Constructions via Electrochemically Induced Alkyl Radicals | Litcius