para-Selective, Direct C(sp<sup>2</sup>)–H Alkylation of Electron-Deficient Arenes by the Electroreduction Process
Pufan Ni, Lei Yang, Jiasheng Yang, Ruihua Cheng, Weiping Zhu, Yueyue Ma, Jinxing Ye
Abstract
Direct para-selective C(sp 2 )–H alkylation of electron-deficient arenes based on the electroreduction-enabled radical addition of alkyl bromides has been developed under mild conditions. In the absence of any metals and redox agents, the simple electrolysis system tolerates a variety of primary, secondary, and tertiary alkyl bromides and behaves as an important complement to the directed alkylation of the C(sp 2 )–H bond and the classic Friedel-Crafts alkylation. This electroreduction process provides a more straightforward, environmentally benign, and effective alkylation method for electron-deficient arenes.
Topics & Concepts
AlkylationChemistryElectronMedicinal chemistryOrganic chemistryPhysicsNuclear physicsCatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques