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- Title
Electrochemical N‐Aroylation of Sulfoximines by Using Benzoyl Hydrazines with H<sub>2</sub> Generation.
- Authors
Alam, Tipu; Patel, Bhisma K.
- Abstract
Developed here is a robust electrochemical cross‐coupling reaction between aroyl hydrazine and NH‐sulfoximine via concomitant cleavage and formation of C(sp2)−N bonds with the evolution of H2 and N2 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.
- Subjects
HYDRAZINES; SULFOXIMINES; HYDRAZINE; MENTHOL; RADICALS (Chemistry); FUNCTIONAL groups; FLURBIPROFEN
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 9, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202303444