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
Abstract
An electrochemical method was developed to accomplish the reagentless synthesis of 4,5-disubstituted triazole derivatives employing secondary propargyl alcohol as C-3 synthon and sodium azide as cycloaddition counterpart. The reaction was conducted 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. The proposed reaction mechanism was convincingly established by carrying out a series of control experiments and further supported by electrochemical and density functional theory (DFT) studies.