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Upon activation under superacid conditions, functionalized tailor-made N-SCF3 sulfenamides served as reagents for the trifluoromethylthiolation of aromatic amines. This method has a broad substrate scope and can be used for the late-stage functionalization of complex molecules such as alkaloids or steroids. Mechanistic studies based on in situ low-temperature NMR spectroscopy revealed the involvement of dicationic superelectrophilic intermediates. [ABSTRACT FROM AUTHOR]

A series of substituted pyrrolidines and piperidines were synthesized using superacid HF/SbF5chemistry. Investigated as inhibitors of several human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, i.e. the cytosolic hCA I and II as well as the tumor-associated transmembrane isoforms hCA IX and XII, these compounds showed a never yet reported selectivity toward the human carbonic anhydrase hCA II. In the tertiary benzenesulfonamide family, this class of inhibitors points out a new mechanism of action for human carbonic anhydrase II inhibition. [ABSTRACT FROM AUTHOR]

Superacid activation of N‐SCF3 sulfenamide reagents generates diprotonated superelectrophilic species for the trifluoromethylthiolation of aromatic amines, as shown by T. Billard, S. Thibaudeau, and co‐workers in their Communication on page 173 ff. This method can be used for the late‐stage functionalization of complex biomolecules such as alkaloids and steroids. [ABSTRACT FROM AUTHOR]