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α,α-二羰(酯)基烯酮二硫代缩醛化合物的碱性分解反应

Studies on the Basic Assisted Decomposition of α,α-Dioxo(Ester)Ketene Dithioacetals

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【作者】 张殊佳刘群朱再明张长山黄慧

【Author】 ZHANG Shu-Jia;LIU Qun;ZHU Zai-Ming;ZHANG Chang-Shan;HUANG Hui(Department of Chemisiry,Northeast Normal University,Changchun,130024)

【机构】 东北师范大学化学系

【摘要】 在乙硫醇钾或醇钠(钾)作用下,α,α-二羰(酯)基烯酮二硫代缩醛(1)可能经由逆Claisen缩合历程生成相应的β,β-双烷硫基丙烯酸酯或α-羰基烯酮二硫代缩醛类化合物(2)。以醇钠(钾)为碱时,2的产率较低.用乙硫醇钾为碱时,2的产率可达66%以上;本实验为化合物2的合成提供了一条简单、有效的途径.

【Abstract】 A facile method for the synthesis of β,β-dialkylthioacrylate is described in this paper. The title compounds 1 prepared easily in nearly quantitive yields from corresponding β-dicarbonyl substrates were decomposed to give compounds 2,assisted by either potassium ethylthioate or sodium(potassium)alkoxide.As shown by the experiments,the former base is very effective, the yields of 2 reach to the range of 66%─98%.The decomposition was proposed to proceed via the Contra-Claisen condensation process in mechanism. This route is common, convenient and is the first example for the synthesis of the compounds 2 with different thioacetal groups in high yields.

【基金】 国家教育委员会优秀年轻教师基金
  • 【文献出处】 高等学校化学学报 ,CHEMICAL RESEARCH IN CHINESE UNIVERSITIES , 编辑部邮箱 ,1994年08期
  • 【分类号】O624
  • 【被引频次】13
  • 【下载频次】106
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