节点文献
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
【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.
【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;
【Key words】 α,α-Diacetyl ketene dithioacetals; Concentrated sulfuric acid; Deacetylation; α-Acetyl ketene dithioacetals; β-Keto thiolesters;
【Key words】 α,α-Diacetyl ketene dithioacetals; Concentrated sulfuric acid; Deacetylation; α-Acetyl ketene dithioacetals; β-Keto thiolesters;
【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