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Synlett
DOI: 10.1055/a-2645-0537
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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 (Ringgold ID: RIN9179)
,
Manuel van Gemmeren 
1   Otto Diels-Institute of Organic Chemistry, Christian-Albrechts-Universität zu Kiel, Kiel, Germany (Ringgold ID: RIN9179)
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Supported by: Kiel University
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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.



Publication History

Received: 03 June 2025

Accepted after revision: 27 June 2025

Accepted Manuscript online:
27 June 2025

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