A convenient preparation of 3,3,3-trifluoro-1-propynylamines and their Lewis acid catalyzed reaction with carbonyl compounds leading to (Z)-α-(trifluoromethyl)-α,β-unsaturated amides

被引：16

作者：

Mantani, T ^{[1
]}

Shiomi, K ^{[1
]}

Konno, T ^{[1
]}

Ishihara, T ^{[1
]}

Yamanaka, H ^{[1
]}

机构：

[1] Kyoto Inst Technol, Dept Chem & Mat Technol, Sakyo Ku, Kyoto 6068585, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 10期

关键词：

D O I：

10.1021/jo001760v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 4 Angstrom at ambient temperature to produce the corresponding alpha-(trifluoromethyl)-alpha,beta -unsaturated amides in good to excellent yields with high Z-stereoselectivity.

引用

页码：3442 / 3448

页数：7

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