Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider

A highly efficient method for the synthesis of aryl sulfonyl fluorides was developed from aryl sulfonyl chlorides using SO2F2 as fluoride source in up to 98% isolated yield under mild conditions. Gram scale experiments were also conducted, revealing the good practicality of this new protocol. [Displ...

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Veröffentlicht in:Tetrahedron 2022-02, Vol.108, p.132657, Article 132657
Hauptverfasser: Song, Xuyan, He, Yunlu, Wang, Bo, Peng, Sanwen, Pan, Xi, Wei, Min, Liu, Qiang, Qin, Hua-Li, Tang, Haolin
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Sprache:eng
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Zusammenfassung:A highly efficient method for the synthesis of aryl sulfonyl fluorides was developed from aryl sulfonyl chlorides using SO2F2 as fluoride source in up to 98% isolated yield under mild conditions. Gram scale experiments were also conducted, revealing the good practicality of this new protocol. [Display omitted] •Sulfuryl fluoride (SO2F2) served as an alternative fluorine source of common fluorine salts.•A highly efficient protocol for aryl sulfonyl fluoride synthesis via F–Cl exchange reaction was developed.•This method featured with mild conditions, high yields, wide substrate scope, and excellent functional group tolerance.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2022.132657