Novel Approaches to Access Arylfluorosulfates and Sulfamoyl Fluorides Based on Sulfur (VI) Fluoride Exchange. Issue 2 (28th February 2019)

• Record Type: Journal Article
• Authors: Liu, Zilei; Meng, Genyi; Guo, Taijie; Dong, Jiajia; Wu, Peng
• Editors: Arkin, Adam P.; Mahal, Lara; Romesberg, Floyd; Shah, Kavita; Shamu, Caroline; Thomas, Craig
• Is Part Of: Current protocols in chemical biology. Volume 11:Issue 2(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-02-28
• Subjects: arylfluorosulfate -- click chemistry -- azolium salts -- SuFEx -- sulfamoyl fluoride; Biochemistry -- Laboratory manuals; Chemical Phenomena; Biochemistry; Periodicals; Laboratory manuals; 572.078
• DOI: 10.1002/cpch.64
• Languages: English
• ISSNs: 2160-4762

Abstract

Abstract: Sulfur (VI) fluoride exchange (SuFEx) is a new family of click chemistry reactions that relies on readily available sulfuryl fluoride (SO2 F2 ) and ethenesulfonyl fluoride to build diverse chemical structures bearing the S VI ‐F motif, such as fluorosulfate (‐OSO2 F) and sulfonyl fluoride (‐SO2 F). These motifs could be useful functional groups and connective linkers in organic synthesis. This unit describes two protocols for performing SuFEx. The first protocol describes an in situ method for rapid generation of arylfluorosulfates in 96‐well plates for high‐throughput screening. The second protocol outlines use of a shelf‐stable fluorosulfuryl imidazolium salt for generating arylfluorosulfates and sulfamoyl fluorides. © 2019 by John Wiley & Sons, Inc.