N-substituted ureas and thioureas in Biginelli reaction promoted by chlorotrimethylsilane:: Convenient synthesis of N1-alkyl-, N1-aryl-, and N1,N3-dialkyl-3,4-dihydropyrimidin-2(1H)-(thi)ones

被引:101
作者
Ryabukhin, Sergey V.
Plaskon, Andrey S.
Ostapchuk, Eugeniy N.
Volochnyuk, Dmitriy M.
Tolmachev, Andrey A.
机构
[1] Enamine Ltd, UA-01103 Kiev, Ukraine
[2] Natl Taras Shevchenko Univ, UA-01033 Kiev, Ukraine
[3] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02094 Kiev, Ukraine
来源
SYNTHESIS-STUTTGART | 2007年 / 03期
关键词
Biginelli reaction; heterocycles; Lewis acid; multicomponent reaction; parallel synthesis;
D O I
10.1055/s-2007-965881
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The classical Biginelli reaction has been extended by the use of N-substituted ureas and thioureas. A set of N1-alkyl- N1-aryl-, and N1,N3-dialkyl-3,4-dihydropyrimidin-2(1H)-(thi)iones was readily prepared in excellent yield when chlorotrimethylsilane in N,N-dimethylformamide was used as promoter and water scavenger.
引用
收藏
页码:417 / 427
页数:11
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