An easy synthesis of α-trifluoromethyl-amines from aldehydes or ketones using the Ruppert-Prakash reagent

DS Radchenko, OM Michurin, AV Chernykh, O Lukin…

Index: Radchenko, Dmytro S.; Michurin, Oleg M.; Chernykh, Anton V.; Lukin, Oleg; Mykhailiuk, Pavel K. Tetrahedron Letters, 2013 , vol. 54, # 14 p. 1897 - 1898

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Citation Number: 5

Abstract

A small library of structurally diverse primary amines bearing a geminal CF3 group was synthesized on a preparative scale. The synthesis starts with an aldehyde or ketone that reacts with benzylamine yielding the corresponding imine. The latter is then trifluoromethylated with Me3SiCF3 under acidic conditions to give a benzylalkylamine. In the last step the Pd-mediated hydrogenation of the benzylalkylamines furnishes the title ...