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Electrochemical-Promoted Nickel-Catalyzed Oxidative Fluoroalkylation of Aryl Iodides

Zhenlei Zou, Heyin Li, Mengjun Huang, Weigang Zhang, Sanjun Zhi, Yi Wang, Yi Pan

2021Organic Letters43 citationsDOI

Abstract

This work describes a general strategy for metal-catalyzed cross-coupling of fluoroalkyl radicals with aryl halides under electrochemical conditions. The contradiction between anodic oxidation of fluoroalkyl sulfinates and cathodic reduction of low-valent nickel catalysts can be well addressed by paired electrolysis, allowing for direct introduction of fluorinated functionalities into aromatic systems.

Topics & Concepts

ChemistryHalideCatalysisArylElectrolysisElectrochemistryNickelCathodic protectionCombinatorial chemistryRadicalAnodeOxidative coupling of methaneMetalInorganic chemistryOrganic chemistryElectrolyteAlkylElectrodePhysical chemistryFluorine in Organic ChemistryRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Electrochemical-Promoted Nickel-Catalyzed Oxidative Fluoroalkylation of Aryl Iodides | Litcius