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Electrochemical Oxidative C–H Arylation of Quinoxalin(on)es with Arylhydrazine Hydrochlorides under Mild Conditions

Shengjie Song, Xiangjun Shi, Yunsheng Zhu, Quanlei Ren, Peng Zhou, Jiadi Zhou, Jianjun Li

2022The Journal of Organic Chemistry42 citationsDOI

Abstract

A practical and scalable protocol for electrochemical arylation of quinoxalin(on)es with arylhydrazine hydrochlorides under mild conditions has been developed. This method exhibits high efficiency, easy scalability, and broad functional group tolerance. Various quinoxalin(on)es and arylhydrazines underwent this transformation smoothly in an undivided cell, providing the corresponding aryl-substituted quinoxalin(on)es in moderate to good yields. A radical mechanism is involved in this arylation reaction.

Topics & Concepts

ElectrochemistryChemistryCombinatorial chemistryOxidative phosphorylationTransformation (genetics)ArylFunctional groupOrganic chemistryBiochemistryElectrodePhysical chemistryAlkylPolymerGeneRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSynthesis and Biological Evaluation
Electrochemical Oxidative C–H Arylation of Quinoxalin(on)es with Arylhydrazine Hydrochlorides under Mild Conditions | Litcius