An Easy, General and Practical Method for the Construction of Alkyl Sulfonyl Fluorides. Issue 16 (9th July 2020)

• Record Type: Journal Article
• Authors: Zhang, Xu; Fang, Wan‐Yin; Lekkala, Ravindar; Tang, Wenjian; Qin, Hua‐Li
• Is Part Of: Advanced synthesis & catalysis. Volume 362:Issue 16(2020)
• Page Start: 3358
• Page End: 3363
• Publication Date: 2020-07-09
• Subjects: Radical addition -- Ethenesulfonyl fluoride (ESF) -- Photocatalysis -- Alkyl sulfonyl fluorides -- SuFEx chemistry; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202000515
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A visible light‐induced reductive addition of 1°, 2° and 3° alkyl iodides to ethenesulfonyl fluoride, employing Hantzsch ester as a hydrogen source at room temperature was developed. This method featured a wide substrate scope and great functional group compatibility, providing facile and robust process to alkyl sulfonyl fluorides including enzyme inhibitors, natural products and drugs derivatives in up to 99% yield. Further derivatization of resultant aliphatic sulfonyl fluorides was also achieved through sulfur fluoride exchange (SuFEx) reactions to deliver sulfonates and sulfonamides as privileged motifs for medicinal chemistry. Abstract :