Electrochemical Synthesis of Benzotriazoles and Benzotriazinones
Shuang-Jun Zhu1, Yi-Chao Lin1, Guo-Cai Yuan1
1Key Laboratory of Molecule Synthesis and Function Discovery (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou 350108, China.
Abstract:
Benzotriazoles and benzotriazinones are pivotal N-heterocycles in organic synthesis, drug discovery, and materials science. Herein, we present a safe electrochemical strategy that directly transforms 2-nitroanilines and 2-nitrobenzamides into these heterocycles through in situ nitro reduction and diazotization. By precisely tuning the redox potentials and employing suitable electrodes, unstable diazonium intermediates are generated and consumed in a controlled manner, avoiding their over-reduction. This approach offers a scalable synthetic route directly from nitro precursors.
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