A new and high efficient one-pot stereoselective synthesis of alkyl E-2-(2-imino-4-oxo-1,3-thiazolan-5-yliden) acetates

被引:0
|
作者
Ramazani, A [1 ]
Hossaini-Alemi, SA [1 ]
机构
[1] Univ Zanjan, Dept Chem, Zanjan, Iran
关键词
acetylenic esters; Michael addition; stereoselective; thioacetamide; thiourea;
D O I
暂无
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Thiourea reacts with dialkyl acetylenedicarboxylates in acetone to form 1:1 adducts, which undergo a cyclization reaction to produce alkyl E-2-(2-imino-4-oxo-1,3-thiazolan-5-yliden)acetates, in fairly high yields. Under the same conditions, thioacetamide reacts with dimethyl acetylenedicarboxylate to form dimethyl E-2-(ethanimidoylsulfanyl)-2-butenedioate. The products are stable crystaline solids whose structures are supported by IR, MS, (1) H NMR, C-13 NMR spectroscopy, and elemental analyses.
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页码:237 / 241
页数:5
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