Facile One-pot Synthesis of Ethyl 3-Alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylates  被引量:1

Facile One-pot Synthesis of Ethyl 3-Alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylates

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作  者:葛泽梅 李勤 郑少君 程铁明 崔育新 李润涛 

机构地区:[1]School of Pharmaceutical Sciences, Peking University, Beijing 100083, China

出  处:《Chinese Journal of Chemistry》2006年第3期381-385,共5页中国化学(英文版)

基  金:Project supported by the National Natural Science Foundation of China (Nos. 20172006 and 20472008).

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 (IR, ^1H NMR, ^13C NMR, EI-MS) and by elemental analyses. A plausible mechanism for such type of cyclization was proposed.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 (IR, ^1H NMR, ^13C NMR, EI-MS) and by elemental analyses. A plausible mechanism for such type of cyclization was proposed.

关 键 词:ethyl 3-alkyl-4-hydroxy-2-thioxothiazolidine-4-carboxylate primary amine ethyl 3-bromo-2-oxopropanoate one-pot synthesis anhydrous potassium phosphate 

分 类 号:O626.2[理学—有机化学]

 

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