para-Selective, Direct C(sp²)–H Alkylation of Electron-Deficient Arenes by the Electroreduction Process

2023/04/06 by Pufan Ni, Lei Yang, Jiasheng Yang +4 · 1 citation
Chemistry · #Radical Photochemical Reactions #Catalytic C–H Functionalization Methods #Sulfur-Based Synthesis Techniques

paper · doi:10.1021/acs.joc.2c02412

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.

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