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31.9.2.1.4.6 Method 6: Arenesulfonamides from Arenesulfonic Acid Salts

DOI: 10.1055/sos-SD-031-00644

Shcherbakova, I.Science of Synthesis, (200731815.

A novel methodology based on the pyridine or triethylamine salts of alkane- and arenesulfonic acids has been developed by Caddick and co-workers for the synthesis of sulfonates and sulfonamides.[‌122‌] Treatment of the pyridine or triethylamine salts (e.g., 138) of arenesulfonic acids with triphenylphosphine and trifluoromethanesulfonic anhydride activates the salts, which on reaction with nucleophiles afford pentafluorobenzenesulfonates (Section 31.9.2.1.3.4.2) or sulfonamides 139 (Scheme 59).

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