Abstract

The synthesis of α-trifluoromethyl piperidines from tetrahydropyridine derivatives in three steps (the oxidation into the corresponding pyridinium, the nucleophilic trifluoromethylation and then, the hydrogenation) is described. The trifluoromethylation step occurs at the less hindered side of the pyridinium intermediate, with moderate-to-high regioselectivity. The method was also successfully applied to the direct trifluoromethylation of one piperidine derivative.

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