An Atom-Economic Method for 1,2,3-Triazole Derivatives via Oxidative [3 + 2] Cycloaddition Harnessing the Power of Electrochemical Oxidation and Click Chemistry
Manas Bandyopadhyay, Sayan Bhadra, Swastik Pathak, Anila M. Menon, Deepak Chopra, Snehangshu Patra, Jorge Escorihuela, Souradeep De, Debabani Ganguly, Suman Bhadra, Mrinal K. Bera*
*Department of Chemistry, Indian Institute of Engineering Science and Technology (IIEST), Shibpur, P.O. Botanic Garden, Howrah 711103, West Bengal, India,
Email: mrinalkbera26
gmail.com
M. Bandyopadhyay, S. Bhadra, S. Pathak, A. M. Menon, D. Chopra, S. Patra, J. Escorihuela, S. De, D. Ganguly, S. Bhadra, M. K. Bera, J. Org. Chem., 2023, 88, 15772-15782.
DOI: 10.1021/acs.joc.3c01800
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Abstract
An electrochemical cycloaddition of secondary propargyl alcohol as C-3 synthon to sodium azide provide 4,5-disubstituted triazole derivatives at room temperature in an undivided cell with a constant current using a pencil graphite (C) anode and stainless-steel cathode in a MeCN solvent system.
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proposed mechanism
Key Words
1,2,3-triazoles, electrochemistry, azide-alkyne cycloaddition
ID: J42-Y2023
