Electrochemical Iodocyclization of Alkenyl Ureas for the Synthesis ofIodo-Imidazolidin-2-ones

Abstract:: A novel electrochemical iodocyclization of N-alkylated alkenyl ureas has been developed, offering a direct and sustainable route to iodinated imidazolidin-2-ones. The method utilizes in situ electrooxidation of potassium iodide (KI) to generate active iodine species, eliminating the need for catalysts or external oxidants. Reactions proceed under mild conditions (room temperature, methanol) and exhibit broad substrate scope, tolerating various aryl substituents. Moderate to good yields (up to 72%) have been achieved. Mechanistic studies, including radical trapping and cyclic voltammetry, suggest a cationic pathway initiated by anodic iodide oxidation. Compared to traditional harsh methods, this electrochemical approach provides a greener, operationally simple synthesis of these privileged heterocycles.