Synthesis of coumarins from in situ generated stabilized phosphorus ylides in the presence of solid catalysts in solvent-free conditions

被引：0

作者：

Ramazani, A ^{[1
]}

Souldozi, A ^{[1
]}

Marandi, F ^{[1
]}

Kazemizadeh, AR ^{[1
]}

机构：

[1] Zanjan Univ, Dept Chem, Islamic Azad, Zanjan, Iran

来源：

ASIAN JOURNAL OF CHEMISTRY | 2005年 / 17卷 / 01期

关键词：

iron(II) sulfate; solvent-free conditions; microwave; phenol; coumarin; zinc sulfate;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Protonation of the highly reactive 1 : 1 intermediates, produced in the reaction between triphenylphosphine and dialkyl acetylene-dicarboxylates, by phenols(1-hydroxynaphthalene and 2-hydroxynaphthalene) leads to vinyltriphenylphosphonium salts, which undergo aromatic electrophilic substitution reaction with conjugate base to produce corresponding stabilized phosphorus ylides. Iron(II) sulfate powder was found to catalyze conversion of the stabilized phosphorus ylides to coumarins in solvent-free conditions at 90 degrees C in 1 h in high convers ons. Microwave also was found to catalyze the same reactions in the presence of iron(II) sulfate powder in solvent-free condition; at microwave power 1 kW in 1 min. Na2SO4, NaHSO4 and CuSO4 powders are not able to catalyze the reaction. ZnSO4 powder is able to catalyze the reaction (only in the cases of 2-hydroxynaphthalene).

引用

页码：293 / 296

页数：4

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