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α-乙酰基二硫缩烯酮的新合成方法

A New Method for the Synthesis of α-Acetyl Ketene Dithioacetals

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【作者】 赵玉龙刘群张薇于海丰刘郁林春

【Author】 ZHAO Yu-Long 1, LIU Qun 1*, ZHANG Wei 1, YU Hai-Feng 1,2, LIU Yu 1, LIN Chun 2 (1. Falculty of Chemistry, Northeast Normal University, Changchun 130024, China; 2. Department of Chemistry, Anshan Normal College, Anshan 114005, China)

【机构】 东北师范大学化学学院鞍山师范学院化学系 长春130024长春130024长春130024鞍山师范学院化学系鞍山114005

【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.

【基金】 国家自然科学基金(批准号:20272008);教育部科学技术研究重大项目资金(批准号:10412)资助.
  • 【文献出处】 高等学校化学学报 ,Chemical Journal of Chinese Universities , 编辑部邮箱 ,2006年03期
  • 【分类号】TQ224.2
  • 【被引频次】22
  • 【下载频次】320
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