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A Facile Electrochemical Strategy for the Azidation of Benzylic C(sp<sup>3</sup>)−H Bonds

Guoxue He, Yutian Li, Shengbin Zhou, Xiaohao Yang, Aolong Shang, Yunbo Wang, Hong Liu, Yu Zhou

2022European Journal of Organic Chemistry13 citationsDOI

Abstract

Abstract We report a direct azidation of benzylic C(sp 3 )−H bonds via an electrochemical process, which use cheap and durable graphite plates as electrodes, without any external oxidants or metal catalysts. This protocol is a novel, green and environmentally benign synthetic strategy to achieve azidation of C(sp 3 )−H in benzylic group. More importantly, these azidation products are suitable for late‐stage functionalization to afford diversified triazole and tetrazole derivatives.

Topics & Concepts

ChemistryTetrazoleElectrochemistryCatalysisSurface modificationCombinatorial chemistryOrganic chemistryPolymer chemistryElectrodePhysical chemistryRadical Photochemical ReactionsClick Chemistry and ApplicationsCatalytic C–H Functionalization Methods