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Metal‐Free Electrochemical Oxidative Dihalogenation of Quinolines on the C5 and C7 Positions Using <i>N</i>‐Halosuccinimides

Jiahao Hou, Kai Wang, Changjun Zhang, Tingting Wei, Renren Bai, Yuanyuan Xie

2020European Journal of Organic Chemistry22 citationsDOI

Abstract

An efficient and convenient method for electrochemically oxidative dichlorination or dibromination of 8‐aminoquinolines on C5 and C7 positions using N ‐halosuccinimides (NCS and NBS) as the halogen source was described. Substrates with various functional groups were transformed smoothly and the halogenated products were obtained in good to excellent yields. These transformations feature transition‐metal‐free, oxidant‐free, and short reaction time.

Topics & Concepts

ChemistryHalogenElectrochemistryTransition metalOxidative phosphorylationCombinatorial chemistryMetalOrganic chemistryElectrodeCatalysisPhysical chemistryBiochemistryAlkylCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions
Metal‐Free Electrochemical Oxidative Dihalogenation of Quinolines on the C5 and C7 Positions Using <i>N</i>‐Halosuccinimides | Litcius