Subsequently, we set out to investigate the compatibility of the generated NCF3(Ts) anions with the presence of different functional groups (Scheme 1, Functional group tolerability). To this end, we engaged the tosyl-protected anion, generated in the CsF-packed bed, in a reaction with an array of 4-substituted benzyl bromides. Derivatives featuring a halogen substituent and strongly electron-withdrawing groups such as trifluoromethyl, nitrile, and nitro, were efficiently converted into the corresponding products in good yields (Scheme 1, entries 6-13). Carbonyl-derived functionalities such as aldehyde, phenyl ketone, and methyl ester proved largely compatible with the trifluoromethylamination reaction (Scheme 1, entries 6-12). Despite its protic nature, the presence of a free carboxylic acid was also tolerated, albeit yielding the product in moderate yield (Scheme 1, entry 17). Also, the boronpinacolatesubstituted arene reacted in a synthetically useful yield, whereas vinyl and acetylide derivates were rendered in high yields (Scheme 1, entries 18-20). Finally, electron-donating substituents such as trimethylsilyl, methoxy, and thiomethoxy were well-tolerated, affording the substituted trifluoromethyl-amines in good to excellent yields (Scheme 1, entries 21-23).