Synlett
DOI: 10.1055/a-2645-0537
letter

Mild and Efficient Synthesis of Sulfonyl Fluorides from Sulfonamides Enabled by Diethylaminosulfur Trifluoride

Friedrich Jurk
1   Otto Diels-Institute of Organic Chemistry, Christian-Albrechts-Universität zu Kiel, Kiel, Germany
,
1   Otto Diels-Institute of Organic Chemistry, Christian-Albrechts-Universität zu Kiel, Kiel, Germany
› Author Affiliations

We thank Kiel University for financial support.


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Abstract

A simple method for the synthesis of sulfonyl fluorides from secondary sulfonamides is described. The commercially available fluorinating agent diethylaminosulfur trifluoride (DAST) is used to efficiently transform structurally diverse secondary sulfonamides in high yields. We further demonstrate the utility of this method for the generation of sulfonamide compound libraries from a given sulfonamide starting material as well as the scalability of our method to gram scale reactions.

Supplementary Material



Publication History

Received: 03 June 2025

Accepted after revision: 27 June 2025

Accepted Manuscript online:
27 June 2025

Article published online:
29 July 2025

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