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 BandyopadhyaySayan BhadraSwastik PathakAnila M MenonDeepak ChopraSnehangshu PatraJorge EscorihuelaSouradeep DeDebabani GangulySuman BhadraMrinal K BeraPublished in: The Journal of organic chemistry (2023)
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.
Keyphrases
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