4-FLUORO-2-BUTYNAL - PREPARATION AND SOME EXAMPLES OF DIENOPHILIC PROPERTIES

被引:9
作者
KHANOUS, A [1 ]
GORGUES, A [1 ]
COUSSEAU, J [1 ]
机构
[1] UNIV ANGERS,CHIM ORGAN ENSEMBLE SCI LAB,F-49045 ANGERS,FRANCE
关键词
D O I
10.1016/S0022-1139(00)85034-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
4-Fluoro-2-butynal FCH2CCCHO (5) is prepared in good yield by formolysis of the corresponding fluoro-acetal FCH2CCCH(OEt)2 (4). The dienophilic properties of (5) are investigated towards 2,3-dimethyl-l,3-butadiene (6). cyclopentadiene (7) and 1,3- cyclohexadiene (8) [possible hazards during the reaction with (6)]. The results emphasize the activating effect of the FCH2 group on the electrophilic character of the -CC bond in (5). © 1990.
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页码:401 / 408
页数:8
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