4.6 Review

Synthesis and Transformations of NH-Sulfoximines

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 69, Pages 17293-17321

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202102619

Keywords

hypervalent iodine; nitrogen transfer; organic synthesis; organosulfur; sulfoximines

Funding

  1. University of Bari
  2. Dompe Spa
  3. Royal Society
  4. Universita degli Studi di Bari Aldo Moro within the CRUI-CARE Agreement

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In recent years, there has been a significant increase in the use of sulfoximines in the field of chemistry, as they are considered valuable motifs in medicinal chemistry, due to pioneering works in clinical trials and the development of synthetic methods. Recent developments in sulfoximine synthesis, focusing on S-N and S-C bond formations since 2015, as well as the use of flow chemistry processes and subsequent transformations, particularly in N-functionalization, have been covered in this review.
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.

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