Stereoselective synthesis of alkyl Z-2-(2-amino-4-oxo-1,3-thiazol-5(4H-yliden)acetates in solventless conditions

被引:6
|
作者
Ramazani, A
Kazemizadeh, AR
Ganjeie, B
Ahmadi, E
机构
[1] Zanjan Islamic Azad Univ, Dept Chem, Zanjan, Iran
[2] Zanjan Univ, Dept Chem, Zanjan, Iran
关键词
1,3-thiazol; acetylenic ester; Michael addition; stereoselectivity; thiourea; X-ray single crystal structure analysis;
D O I
10.1080/104265090930290
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Tiourea reacts with dialkyl acetylenedicarboxylates in solventless conditions to form 1:1 adducts, which undergo a cyclization reaction to produce alkyl Z-2-(2-amino-4-oxo-1,3-thiazol-5(4H)-yliden)acetates in fairly good yields. The stereochemistry of the ethyl Z-2-(2-amino-4-oxo-1,3-thiazol-5(4H)-yliden)acetate was established by the use of X-ray single crystal structure analysis. The reaction is completely stereoselective.
引用
收藏
页码:2569 / 2572
页数:4
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