Beilstein J. Org. Chem.2019,15, 1907–1912, doi:10.3762/bjoc.15.186
molecules contain pharmaceutically important amide and -SO2F moieties for application in the discovery of new therapeutics.
Keywords: N-fluorosulfonylamides; primary amides; sulfuryl fluoride (SO2F2); Introduction
Sulfur(VI) fluoride exchange (SuFEx) is a new class of click chemistry developed by
class of sulfonyl fluorides, namely, N-fluorosulfonylamides, for the development of potential covalent inhibitors [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24]. The Roesky group described a pioneering protocol for the synthesis of N-fluorosulfonylamides from
fluorosulfonyl isocyanate (Scheme 1, (2)) [36]. The available procedures for the preparation of N-fluorosulfonylamides are very limited which relied on using either the isocyanate approach, or the amidosulfofluoride (FSO2NH2) (Scheme 1, (2)) [37][38][39]. Therefore, the development of a new method for the
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Graphical Abstract
Figure 1:
Representative sulfonyl fluoride compounds applied in medicinal chemistry and chemical biology.