DOI: 10.1021/acs.orglett.6c04084 ISSN: 1523-7060

Electrochemical Oxidative Activation of C(sp3)-H Bond Enables C–N Bond Formation for Triazole Construction

Penggang Zhao, Jing Hou, Ziwei Gao, Jing Gou, Binxun Yu
Show PDF Cite

Abstract

We report an electrochemical strategy for constructing ene-1,2,3-triazoles through oxidative C(sp3)-H activation of biomass-derived furans. Anodic oxidation of benzyl-substituted furans initiates a cascade involving azide capture, formal [3 + 2] annulation, and aromatization-driven furan ring opening. Cyclic voltammetry confirms that substrate 1a is accessible to anodic oxidation under the reaction conditions. This method combines C–H functionalization with click chemistry while eliminating the need for exogenous oxidants.

More from our Archive