Facile one-pot synthesis of ethyl 3-alkyl-4-hydroxy-2-thioxothiazoildine-4-carboxylates

被引:5
作者
Ge, ZM [1 ]
Li, Q [1 ]
Zheng, SJ [1 ]
Cheng, TM [1 ]
Cui, YX [1 ]
Li, RT [1 ]
机构
[1] Peking Univ, Sch Pharmaceut Sci, Beijing 100083, Peoples R China
关键词
ethyl; 3-alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylate; primary amine; 3-bromo-2-oxopropanoate; one-pot synthesis; anhydrous potassium phosphate;
D O I
10.1002/cjoc.200690073
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ethyl 3-alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylates were prepared in excellent yields from the reaction of corresponding primary amines with carbon disulfide and ethyl 3-bromo-2-oxopropanoate in the presence of anhydrous potassium phosphate in DMF at room temperature within 1 h. The structures of the highly functionalized products were corroborated spectroscopically JR, H-1 NMR, C-13 NMR, EI-MS) and by elemental analyses. A plausible mechanism for such type of cyclization was proposed.
引用
收藏
页码:381 / 385
页数:5
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