Formation of coumarins by palladium(II)-catalyzed reaction of phenols with ethyl acrylates

被引：25

作者：

Aoki, S ^{[1
]}

Yamada, J ^{[1
]}

Kitamura, T ^{[1
]}

机构：

[1] Saga Univ, Fac Sci & Engn, Dept Chem & Appl Chem, Saga 8408502, Japan

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 2005年 / 78卷 / 03期

关键词：

D O I：

10.1246/bcsj.78.468

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reaction of phenols with ethyl acrylates in the presence of a Pd(OAc)(2) catalyst in trifluoroacetic acid did not yield dihydrocournarins but gave cournarins, in contrast to the reaction of phenols with propiolates. The addition of K2S2O8 as an oxidant increased the yield of cournarins. The reaction of several phenols with ethyl cinnamate, ethyl crotonate, or ethyl acrylate gave the corresponding coumarin derivatives in moderate to good yields. The coumarin formation competed with the oxidative coupling of electron-rich phenols, which reduced the product yield.

引用

页码：468 / 472

页数：5

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