THE CATALYTIC FRIEDEL-CRAFTS ACYLATION REACTION STARTING FROM AROMATIC-COMPOUNDS AND FREE CARBOXYLIC-ACIDS (OR THEIR TRIMETHYLSILYL ESTERS) BY PROMOTION OF SILICON(IV) CATIONIC SPECIES VIA MIXED ANHYDRIDES

被引:47
|
作者
SUZUKI, K
KITAGAWA, H
MUKAIYAMA, T
机构
[1] Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Shinjuku-ku, Tokyo 162, Kagurazaka
关键词
D O I
10.1246/bcsj.66.3729
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the presence of active cationic species generated from silicon(IV) chloride and silver perchlorate, carboxylic acids or their trimethylsilyl esters react with p-trifluoromethylbenzoic anhydride to form corresponding mixed anhydrides in situ. Then the catalytic Friedel-Crafts acylation reaction between initially formed mixed anhydrides and coexisted aromatic compounds smoothly proceeds at room temperature to afford the corresponding aromatic ketones in high yields. The above two sequential reactions are effectively promoted by the active silicon(IV) catalyst under mild conditions.
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页码:3729 / 3734
页数:6
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