Domino oxidation-Michael reactions of catechols with barbituric acid derivatives in water: An efficient synthesis of polycyclic pyrimidinones

被引：10

作者：

Alizadeh, Abdolhamid ^{[1
]}

Nematollahi, Davood

Hbibi, Davood

Hesari, Mahdi

机构：

[1] Razi Univ, Dept Chem, Kernanshah 67149, Iran

[2] Razi Univ, NNRC, Kernanshah 67149, Iran

[3] Bu Ali Sina Univ, Fac Chem, Hamadan 65174, Iran

来源：

SYNTHESIS-STUTTGART | 2007年 / 10期

关键词：

catechols; quinines; Michael additions; domino reactions; polycycles;

D O I：

10.1055/s-2007-966027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The oxidative coupling reaction of catechols with barbituric acid derivatives, mediated by ferricyanide, has been investigated in aqueous solution. The results indicate that the barbituric acid derivatives participate in Michael-type addition reactions with in situ generated ortho-benzoquinones, in a domino fashion, to afford a variety of polycyclic pyrimidinones. The method provides a one-step, rapid and efficient procedure for synthesizing a range of polycyclic pyrimidinones of biological significance.

引用

页码：1513 / 1516

页数：4

共 25 条

[1] SYNTHESIS OF 7,8-DIDEMETHYL-8-HYDROXY-5-DEAZARIBOFLAVIN AND CONFIRMATION OF ITS IDENTITY WITH THE DEAZAISOALLOXAZINE CHROMOPHORE OF METHANOBACTERIUM REDOX COENZYME F420 [J].