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Regioselective Synthesis of N2-Aryl 1,2,3-Triazoles via Electro-oxidative Coupling of Enamines and Aryldiazonium Salts

Mrinmay Baidya, Samrat Mallick and Suman De Sarkar*

*Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur 741246, West Bengal, India, Email: sdsiiserkol.ac.in

M. Baidya, S. Mallick, S. D. Sarkar, Org. Lett., 2022, 24, 1274-1279.

DOI: 10.1021/acs.orglett.1c04099


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Abstract

A sequential C-N bond formation and electro-oxidative N-N coupling enables an efficient synthesis of of N2-Aryl 1,2,3-triazoles in very good yields under metal-free conditions from readily accessible 2-aminoacrylates and aryldiazonium salts. This method displays excellent functional group tolerance.

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proposed mechanism



Key Words

2H-1,2,3-triazoles, electrochemistry


ID: J54-Y2022