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Selective and Scalable Electrosynthesis of <i>2H</i>‐2‐(Aryl)‐benzo[<i>d</i>]‐1,2,3‐triazoles and Their N‐Oxides by Using Leaded Bronze Cathodes

Tom WirtanenDepartment Chemie Johannes Gutenberg-Universität Mainz Duesbergweg 10–14 55128 Mainz GermanyEduardo RodrigoDepartment Chemie Johannes Gutenberg-Universität Mainz Duesbergweg 10–14 55128 Mainz GermanySiegfried R. WaldvogelDepartment Chemie Johannes Gutenberg-Universität Mainz Duesbergweg 10–14 55128 Mainz Germany
2020en
ABI

Аннотация

Electrosynthesis of 2H-2-(aryl)benzo[d]-1,2,3-triazoles and their N-oxides from 2-nitroazobenzene derivatives is reported. The electrolysis is conducted in a very simple undivided cell under constant current conditions with a leaded bronze cathode and a glassy carbon anode. The product distribution between 2H-2-(aryl)benzo[d]-1,2,3-triazoles and their N-oxides can be guided by simply controlling the current density and the amount of the charge applied. The reaction tolerates several sensitive functional groups in reductive electrochemistry. The usefulness and the applicability of the synthetic method is demonstrated by a formal synthesis of an antiviral compound.

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