An Atom-Economic
Method for 1,2,3-Triazole Derivatives
via Oxidative [3 + 2] Cycloaddition Harnessing the Power of Electrochemical
Oxidation and Click Chemistry
posted on 2023-11-04, 15:04authored byManas Bandyopadhyay, Sayan Bhadra, Swastik Pathak, Anila M. Menon, Deepak Chopra, Snehangshu Patra, Jorge Escorihuela, Souradeep De, Debabani Ganguly, Suman Bhadra, Mrinal K. Bera
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.