Electrochemical Synthesis of 3,5-Bis(acyl)-1,2,4-thiadiazoles through n-Bu4NI-mediated Oxidative Dimerization of -Oxothioamides

An electrochemical synthesis of 3,5-bis(acyl)-1,2,4-thiadiazoles by the oxidative dimerization of alpha-oxothioamides with assistance of tetra-n-butylammonium iodide (TBAI) as electrolyte and mediator under constant current electrolysis (CCE) is reported. Herein, this approach is an example for S-N bond construction through the electrochemical method. Furthermore, the required intermediates alpha-oxothioamides are synthesized by the reaction of alpha-oxodi-thioesters with ammonium chloride in the presence of sodium acetate. The probable mechanism for the formation of final products is also presented. This strategy resulted in good to excellent yields of title compounds.