Synthesis of αβ-unsaturated trifluoromethyl ketones from 4-dimethylamino-1,1,1-trifluorobut-3-ene-2-one by addition of Grignard reagents

被引:45
作者
Andrew, RJ [1 ]
Mellor, JM [1 ]
机构
[1] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England
关键词
addition; Grignard reagents; organolithium; trifluoromethyl-ketones;
D O I
10.1016/S0040-4020(00)00597-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enaminones are available by reaction of 4-ethoxy-1,1,1-trifluorobut-3-ene-2-one with amines such as dimethylamine and they react with Grignard reagents to give alpha beta-unsaturated trifluoromethyl ketones in good yield by 1,4-addition followed by elimination. The generality of this procedure is contrasted with reactions based either on the use of organolithium nucleophiles, or the use of 4-alkoxy-alpha beta-unsaturated trifluoromethyl ketones as electrophilic partners. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7261 / 7266
页数:6
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