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| α-乙酰基二硫缩烯酮的新合成方法 | |
| 引用本文： | 赵玉龙,刘群,张薇,于海丰,刘郁,林春.α-乙酰基二硫缩烯酮的新合成方法[J].高等学校化学学报,2006,27(3):482-484. |
| 作者姓名： | 赵玉龙 刘群 张薇 于海丰 刘郁 林春 |
| 作者单位： | 1. 东北师范大学化学学院,长春130024 2. 东北师范大学化学学院,长春130024;鞍山师范学院化学系,鞍山,114005 3. 鞍山师范学院化学系,鞍山,114005 |
| 基金项目： | 中国科学院资助项目;教育部科学技术研究项目 |
| 摘 要： | 本文采用酸为催化剂，实施了具有代表性的各种烷硫基α,α-二乙酰基二硫缩烯酮的脱乙酰基反应，得到了一条简洁、通用的α-乙酰基二硫缩烯酮的合成路线.用浓硫酸作催化剂，以极高的产率(90%—100%)制得到相应的α-乙酰基二硫缩烯酮.同时，通过控制反应时间，还可以得到硫代乙酰乙酸酯类化合物. |
| 关 键 词： | α α-二乙酰基二硫缩烯酮 浓硫酸 脱乙酰基 α-乙酰基二硫缩烯酮 硫代乙酰乙酸酯 |
| 文章编号： | 0251-0790（2006）034）482-03 |
| 收稿时间： | 03 11 2005 12:00AM |
| 修稿时间： | 2005-03-11 |
A New Method for the Synthesis of α-Acetyl Ketene Dithioacetals |
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| ZHAO Yu-Long,LIU Qun,ZHANG Wei,YU Hai-Feng,LIU Yu,LIN Chun.A New Method for the Synthesis of α-Acetyl Ketene Dithioacetals[J].Chemical Research In Chinese Universities,2006,27(3):482-484. | |
| Authors: | ZHAO Yu-Long LIU Qun ZHANG Wei YU Hai-Feng LIU Yu LIN Chun |
| Institution: | 1. Falcuhy of Chemistry, Northeast Normal University, Changchun 130024, China; 2. Department of Chemistry, Anshan Normal College, Anshan 114005, China |
| Abstract: | The α-acetyl ketene dithioacetals 2,which bear various alkylthio groups,are a kind of important intermediates in organic synthesis. In this paper,dithioacetals 2 were prepared in very high yields (90%—100%) via the deacetylation reaction of the corresponding α,α-diacetyl ketene dithioacetals 1 in the presence of concentrated sulfuric acid. This reaction involves an in-situ electrophilic addition-deacetylation mechanism and shows the nucleophilicity of the α-carbon atom in α-oxo ketenedithioacetals. Meanwhile,when the reaction time was prolonged to 22—25 h,the β-keto thiolesters 3a and 3c were produced in good yields. |
| Keywords: | α α-Diacetyl ketene dithioacetals Concentrated sulfuric acid Deacetylation α-Acetyl ketene dithioacetals β-Keto thiolesters |
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