کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1314183 | 975948 | 2011 | 7 صفحه PDF | دانلود رایگان |
A novel synthetic approach towards α-trifluoromethyl-phenethylamines was elaborated by reduction of the electron deficient β-aryl-α-trifluoromethyl enamines and imines with sodium cyanoborohydride in the presence of trifluoroacetic acid. The starting imines were prepared by the reaction of primary amines with β-aryl-α-trifluoromethyl enamines or β-chloro-β-(trifluoromethyl)styrenes.
A novel synthetic approach towards α-trifluoromethyl-phenethylamines was elaborated by reduction of the electron deficient β-aryl-α-trifluoromethylenamines and imines with sodium cyanoborohydride in the presence of trifluoroacetic acid.Figure optionsDownload as PowerPoint slideHighlights
► New synthetic pathways towards α-trifluoromethylated phenylethylamines are disclosed.
► Corresponding enamines and β-chloro-β-trifluoromethylstyrenes are used as starting materials.
► Two pharmacophores, the β-phenethylamine and the CF3-groups, are present in the products.
► Saturated trifluoromethylated alcohols are produced as side products.
► Possible mechanisms of formation of side products are discussed.
Journal: Journal of Fluorine Chemistry - Volume 132, Issue 12, December 2011, Pages 1247–1253