3,3,3-三氟-1-丙炔胺的简便制备方法及其与羰基化合物在路易斯酸催化下反应生成(Z)-α-(三氟甲基)-α,β-不饱和酰胺。
A convenient preparation of 3,3,3-trifluoro-1-propynylamines and their Lewis acid catalyzed reaction with carbonyl compounds leading to (z)-alpha-(trifluoromethyl)-alpha,beta-unsaturated amides.
作者信息
Mantani T, Shiomi K, Konno T, Ishihara T, Yamanaka H
机构信息
Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.
出版信息
J Org Chem. 2001 May 18;66(10):3442-8. doi: 10.1021/jo001760v.
N,N-Dialkyl(3,3,3-trifluoro-1-propynyl)amines were readily prepared by a three-step procedure starting from commercially available 2,2,3,3,3-pentafluoropropanol. These fluorinated alkynylamines reacted smoothly with a variety of aldehydes or ketones in the presence of a catalytic amount of Lewis acid and molecular sieves 4A at ambient temperature to produce the corresponding alpha-(trifluoromethyl)-alpha,beta-unsaturated amides in good to excellent yields with high Z-stereoselectivity.
N,N-二烷基(3,3,3-三氟-1-丙炔基)胺可通过三步反应，从市售的2,2,3,3,3-五氟丙醇开始轻松制备。这些氟化炔基胺在催化量的路易斯酸和4A分子筛存在下，于室温下能与多种醛或酮顺利反应，以良好至优异的产率和高Z-立体选择性生成相应的α-(三氟甲基)-α,β-不饱和酰胺。
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