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<scp>Electrooxidation‐Induced</scp> C(sp<sup>3</sup>)–H/C(sp<sup>2</sup>)–H <scp>Radical‐Radical Cross‐Coupling</scp> between Xanthanes and <scp>Electron‐Rich</scp> Arenes

Yuwei Liang, Linbin Niu, Xing‐An Liang, Shengchun Wang, Pengjie Wang, Aiwen Lei

2022Chinese Journal of Chemistry20 citationsDOI

Abstract

Comprehensive Summary The arylation of C(sp 3 ) − H bonds has been a priority research topic in organic synthesis. Minsici reactions have been the powerful methods for C(sp 3 ) − C(sp 2 ) bonds formation. Despite its mature development, the scopes of arenes are usually suitable for electron‐deficient heterocyclic compounds, rather than electron‐rich arenes. Herein, we report an electrooxidation‐induced alkylation of electron‐rich arenes with H 2 evolution under exogenous oxidant‐free conditions, avoiding the utilization of metal catalysts. This protocol is well performed with various electron‐rich aniline derivatives and nitrogen‐containing heterocyclic compounds. We anticipate that this electro‐oxidative C(sp 3 ) − H arylation represents an important expansion for the classic arenes alkylation, thereby proving an attractive strategy for the developments of radical cross‐coupling chemistry.

Topics & Concepts

ChemistryAnilineAlkylationCatalysisMedicinal chemistryCombinatorial chemistryOrganic chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions
<scp>Electrooxidation‐Induced</scp> C(sp<sup>3</sup>)–H/C(sp<sup>2</sup>)–H <scp>Radical‐Radical Cross‐Coupling</scp> between Xanthanes and <scp>Electron‐Rich</scp> Arenes | Litcius