Electrochemical Cascade Reaction for C(sp ³ )–H Tetrazolation of Saturated Heterocycles: Access to Tetrazole-5-thiones

Tetrazole-5-thiones, known for their biological activities, are synthesized electrochemically through a cascade reaction using commercially available isothiocyanates, azidotrimethylsilane, and heterocycles. This method not only broadens the substrate scope but also demonstrates compatibility at the gram scale, highlighting its potential for industrial production. Mechanistic studies indicate that the reaction proceeds through ionic rearrangement, hydrogen atom transfer and <i>S</i>-to-<i>N</i> rearrangement pathways.