Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider. (26th February 2022)

• Record Type: Journal Article
• Authors: Song, Xuyan; He, Yunlu; Wang, Bo; Peng, Sanwen; Pan, Xi; Wei, Min; Liu, Qiang; Qin, Hua-Li; Tang, Haolin
• Is Part Of: Tetrahedron. Volume 108(2022)
• Publication Date: 2022-02-26
• Subjects: Sulfur fluoride exchange (SuFEx) -- Sulfonyl fluoride -- Sulfonyl chloride -- Sulfuryl fluoride (SO2F2); Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2022.132657
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A highly efficient method for the synthesis of aryl sulfonyl fluorides was developed from aryl sulfonyl chlorides using SO2 F2 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. Graphical abstract: Image 1 Highlights: Sulfuryl fluoride (SO2 F2 ) 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.