فهرست نشریات علمی دسترسی آزاد ایران

Sulfonamide-containing molecules are important pharmacophores widely used in medicinal chemistry, which motivates the development of cleaner and more selective synthetic strategies for their preparation. In this work, an electroorganic route was designed for the functionalization of o-tolidine in the presence of mercapto-1,2,4-triazole derivatives under mixed aqueous-acetonitrile conditions. The redox response of the substrate-nucleophile system was first analyzed at a glassy carbon electrode by cyclic voltammetry, followed by controlled-potential coulometry to accomplish preparative electrolysis. The voltammetric features and charge consumption patterns were consistent with an EC-type oxidation pathway coupled with nucleophilic substitution steps. Bulk electrolysis afforded new triazole-linked sulfonamide-type products without the need for external oxidants or harsh reagents. Product isolation was achieved chromatographically, and structural assignments were confirmed using FT-IR, 1H NMR, 13C NMR, mass spectrometry, and melting point data. The proposed electrochemical protocol offers a straightforward and environmentally compatible approach for generating structurally novel nitrogen and sulfur containing derivatives based on o-tolidine, demonstrating the practical value of electrochemical synthesis for pharmaceutically relevant heterocyclic frameworks.