Protecting Group Free Synthesis of Carboxyl-substituted Dihydropyrimidines Through Biginelli Reaction

被引：8
|
作者：
Ostapchuk, Eugeniy N. [1 ,2 ]
Plaskon, Andrey S. [1 ,2 ]
Grygorenko, Oleksandr O. [1 ,2 ]
Tolmachev, Andrey A. [1 ,2 ]
Ryabukhin, Sergey V. [1 ,3 ]
机构：
[1] Enamine Ltd, UA-01103 Kiev, Ukraine
[2] Kyiv Natl Taras Shevchenko Univ, UA-01033 Kiev, Ukraine
[3] Kyiv Natl Taras Shevchenko Univ, Inst High Technol, UA-03187 Kiev, Ukraine
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2013年 / 50卷 / 06期
关键词：
Biginelli reaction; multicomponent reaction; dihydropyrimidines; ureas; chlorotrimethylsilane; ONE-POT SYNTHESIS; COMBINATORIAL CHEMISTRY; MULTICOMPONENT REACTIONS; LIBRARY SYNTHESIS; DOMINO REACTIONS; CHLOROTRIMETHYLSILANE; CONDENSATION; ALDEHYDES; MOLECULES; THIOUREA;
D O I：
10.1002/jhet.1568
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Chlorotrimethylsilane-promoted Biginelli-type reaction of benzaldehyde, acetoacetic acid derivatives, and various carboxyl-containing ureas was explored. It was found that the steric load of the urea substituents influenced strongly the reaction outcome; in particular, the method was efficient only in the case of unbranched mono-substituted ureas bearing either aliphatic or aromatic groups. The method allows performing a one-pot, protecting group free synthesis of dihydropyrimidines possessing carboxylic functionality.
引用
收藏
页码：1299 / 1303
页数：5
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