高等学校化学学报 ›› 1994, Vol. 15 ›› Issue (8): 1155.

• 论文 • 上一篇    下一篇

α,α-二羰(酯)基烯酮二硫代缩醛化合物的碱性分解反应

张殊佳, 刘群, 朱再明, 张长山, 黄慧   

  1. 东北师范大学化学系, 长春, 130024
  • 收稿日期:1993-10-15 修回日期:1994-04-08 出版日期:1994-08-24 发布日期:1994-08-24
  • 通讯作者: 刘群.
  • 作者简介:张殊佳,女,30岁,硕士,讲师.
  • 基金资助:

    国家教育委员会优秀年轻教师基金

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

ZHANG Shu-Jia, LIU Qun, ZHU Zai-Ming, ZHANG Chang-Shan, HUANG Hui   

  1. Department of Chemisiry, Northeast Normal University, Changchun, 130024
  • Received:1993-10-15 Revised:1994-04-08 Online:1994-08-24 Published:1994-08-24

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。

关键词: &alpha, &alpha, -二羰(酯)基烯酮二硫代缩醛, 乙硫醇钾, &beta, &beta, -双烷硫基丙烯酸酯, 分解反应

Abstract: Afacile 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.

Key words: α,α-Dioxo(Ester)ketene dithioacetals, Potassium ethylthiolate, β,β-Dialkylthioacrylate, Decomposition

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