A Convenient Preparation of 3,3,3-Trifluoro-1-propynylamines and Their Lewis Acid Catalyzed Reaction with Carbonyl Compounds Leading to (<i>Z</i>)-α-(Trifluoromethyl)-α,β-unsaturated Amides<sup>1</sup>
作者:Toshiya Mantani、Keisuke Shiomi、Tsutomu Konno、Takashi Ishihara、Hiroki Yamanaka
DOI:10.1021/jo001760v
日期:2001.5.1
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)胺很容易通过三步法从可商购的2,2,3,3,3-五氟丙醇开始制备。这些氟化的炔胺在环境温度下,在催化量的路易斯酸和分子筛4A的存在下,与各种醛或酮平稳反应,以良好的产率获得了相应的α-(三氟甲基)-α,β-不饱和酰胺Z-立体选择性高。