Efficient and convenient entry to β-hydroxy-β-trifluoromethyl-β-substituted ketones and 2,6-disubstituted 4-trifluoromethylpyridines based on the reaction of trifluoromethyl ketones with enamines or imines

被引：21

作者：

Funabiki, K ^{[1
]}

Isomura, A ^{[1
]}

Yamaguchi, Y ^{[1
]}

Hashimoto, W ^{[1
]}

Matsunaga, K ^{[1
]}

Shibata, K ^{[1
]}

Matsui, M ^{[1
]}

机构：

[1] Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 20期

关键词：

D O I：

10.1039/b105636k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of trifluoromethyl ketones with enamines or imines are described. The reaction of trifluoroacetone with enamines or imines followed by hydrolysis gave the corresponding beta -hydroxy-beta -trifluoromethyl-beta -methyl ketones in good yields. The reaction of trifluoromethylated beta -diketones with enamines in the presence of ammonium acetate gave 4-trifluoromethylated pyridines exclusively in good yields, without any detectable amount of regioisomers.

引用

页码：2578 / 2582

页数：5

共 48 条

[11] Enamine-assisted facile generation of trifluoroacetaldehyde from trifluoroacetaldehyde ethyl hemiacetal and its carbon-carbon bond forming reaction leading to β-hydroxy-β-trifluoromethyl ketones [J].