SYNTHESIS OF ALPHA-FLUOROKETONES BASED ON PALLADIUM-CATALYZED DECARBOXYLATION REACTIONS OF ALLYL BETA-KETO CARBOXYLATES

被引：23

作者：

SHIMIZU, I

ISHII, H

机构：

[1] Department of Applied Chemisty, School of Science and Engineering, Waseda University, Tokyo, 169

来源：

TETRAHEDRON | 1994年 / 50卷 / 02期

关键词：

D O I：

10.1016/S0040-4020(01)80770-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fluorination of allyl beta-keto carboxylates using N-fluoro-2,4,6-pyridinium triflate gave allyl a-fluoro-a-keto carboxylates. Reaction of allyl alpha-fluoro-beta-keto carboxylates with formic acid in the presence of palladium-phosphine catalyst gave alpha-fluoro ketones. When the palladium-catalyzed reaction was carried out without formic acid, the decarboxylation-allylation took place to give alpha-fluoro-allylketones. Decarboxylation-dehydrogenation to afford alpha-fluoro-alpha,beta-unsaturated ketones was carried out with palladium catalysts in acetonitrile.

引用

收藏

页码：487 / 495

页数：9

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