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

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.

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Publication Details

Journal
Organic Letters
Published
2026-10-26
DOI
https://doi.org/10.1021/acs.orglett.6c04084
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

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

Ziwei Gao, Penggang Zhao, Binxun Yu, Jing Hou et al.
Organic Letters
Catalytic C–H Functionalization Methods
article

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

Ziwei Gao, Penggang Zhao, Binxun Yu, Jing Hou, Jing Gou
article en

Abstract

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.

Organic Letters
Shaanxi Normal University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 26%
Catalytic C–H Functionalization Methods
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