Electrochemical <i>N</i>‐Aroylation of Sulfoximines by Using Benzoyl Hydrazines with H<sub>2</sub> Generation
Tipu Alam, Bhisma K. Patel
Abstract
Abstract Developed here is a robust electrochemical cross‐coupling reaction between aroyl hydrazine and NH ‐sulfoximine via concomitant cleavage and formation of C(sp 2 )−N bonds with the evolution of H 2 and N 2 as innocuous by‐products. This sustainable protocol avoids the use of toxic reagents and occurs at room temperature. The reaction proceeds via the generation of an aroyl and a sulfoximidoyl radical via anodic oxidation under constant current electrolysis (CCE), affording N ‐aroylated sulfoximine. The strategy is applied to late‐stage sulfoximidation of L‐menthol, (−)‐borneol, D‐glucose, vitamin‐E derivatives, and marketed drugs such as probenecid, ibuprofen, flurbiprofen, ciprofibrate, and sulindac. In addition, the present methodology is mild, high functional group tolerance with broad substrate scope and scalable.