Lanthanide triflate catalyzed one-pot synthesis of dihydropyrimidin-2(1H)-thiones by a three-component of 1,3-dicarbonyl compounds, aldehydes, and thiourea using a solvent-free Biginelli condensation

被引：67

作者：

Wang, LM

Qian, CT

Tian, H

Ma, Y

机构：

[1] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China

[3] Cornell Univ, Dept Chem, Ithaca, NY 14853 USA

来源：

SYNTHETIC COMMUNICATIONS | 2003年 / 33卷 / 09期

关键词：

lanthanide triflate; Biginelli reaction; one-pot synthesis; dihydropyrimidin-2(1H)-thiones;

D O I：

10.1081/SCC-120018755

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel one-pot Biginelli-type reaction has been developed. Aromatic and aliphatic aldehydes with beta-dicarbonyl compounds and thiourea in the presence of catalytic amount 5 mol% of Yb(OTf)3 at 100degrees C for 60-90 min under solvent-free conditions proceeded smoothly to afford corresponding dihydropyrimidin-thiones. The yields of the classical Biginelli reaction can be increased from 20-50% to 81-91 % while the reaction time was shortened from 18-48 h to 60-90 min. In addition the catalyst can be easily recovered and reused.

引用

页码：1459 / 1468

页数：10

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