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

作者：Radchenko Dmytro S; Michurin Oleg M; Chernykh Anton V; Lukin Oleg^*; Mykhailiuk Pavel K

来源：Tetrahedron Letters, 2013, 54(14): 1897-1898.

DOI：10.1016/j.tetlet.2013.01.132

• Trifluoromethylation
• Amines
• Imines
• Silicon
• One-pot synthesis

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 compounds. All synthetic steps are high-yielding; neither the isolation of the intermediates nor the chromatographic purification of the products is necessary.

• 出版日期2013-4-3