Synthesis and Transformations of NH‐Sulfoximines

• Published in: Chemistry : a European journal Vol. 27; no. 69; pp. 17293 - 17321
• Main Authors: Andresini, Michael, Tota, Arianna, Degennaro, Leonardo, Bull, James A., Luisi, Renzo
• Format: Journal Article
• Language: English
• Published: Germany John Wiley and Sons Inc 09.12.2021
• Subjects: Chemistry, Pharmaceutical; Cyclization; hypervalent iodine; Molecular Structure; nitrogen transfer; organic synthesis; organosulfur; Review; Reviews; sulfoximines; hypervalent iodine; organosulfur; sulfoximines; nitrogen transfer; organic synthesis
• ISSN: 0947-6539; 1521-3765; 1521-3765
• DOI: 10.1002/chem.202102619

Recent years have seen a marked increase in the occurrence of sulfoximines in the chemical sciences, often presented as valuable motifs for medicinal chemistry. This has been prompted by both pioneering works taking sulfoximine containing compounds into clinical trials and the concurrent development of powerful synthetic methods. This review covers recent developments in the synthesis of sulfoximines concentrating on developments since 2015. This includes extensive developments in both S−N and S−C bond formations. Flow chemistry processes for sulfoximine synthesis are also covered. Finally, subsequent transformations of sulfoximines, particularly in N‐functionalization are reviewed, including N−S, N−P, N−C bond forming processes and cyclization reactions. This review considered recent progress and achievements in the synthesis and transformation of NH‐sulfoximines. The development of strategies for direct and selective preparation of NH‐sulfoximines, even in enantioenriched form or by using sustainable approaches and continuous flow synthesis, are reported. Transformations of sulfoximines by N−S, N−P, N−C bond forming processes and cyclization reactions are also covered.