| K2CO3促进苯并呋喃单元3-位与硫酚构建C-S键 |
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| 引用本文： | 范钰新,姚瑶瑶,陈瑞,赵平,汤磊,王颖,王聪. K2CO3促进苯并呋喃单元3-位与硫酚构建C-S键[J]. 化学通报, 2018, 81(7): 610-615,609 |
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| 作者姓名： | 范钰新 姚瑶瑶 陈瑞 赵平 汤磊 王颖 王聪 |
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| 作者单位： | 贵州医科大学药学院,贵州医科大学药学院,贵州医科大学药学院,贵州医科大学药学院,贵州医科大学药学院,贵州医科大学药学院,贵州医科大学药学院 |
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| 基金项目： | 国家自然科学基金(81560559）、贵州省普通高等学校药物化学工程研究中心（黔教合KY字[2014]219号）、贵州省化学药物开发利用工程实验室项目、贵州省科技厅社发公关项目（黔科合SY[2015]3030）、贵州省科技厅中药现代化研究开发专项项目（黔科合SY字[2013]3059）、贵阳市科技局创新团队项目（筑科合[2017]30-28号）、贵州省科技计划社会攻关计划项目（黔科合[2016]支撑2819） |
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| 摘 要： | 本文在前期工作基础上进一步考察了2-位支链酮苯并呋喃单元在3位与硫酚构建C-S键的反应。研究发现，以K2CO3作碱，苯并呋喃单元2-位官能团为不同链长的脂肪酮时能高效地合成各种不同取代基的3-芳硫基苯并呋喃衍生物，所得产物经核磁共振、HRMS等方法进行了表征。该反应具有条件温和、底物适用范围广、操作简单、产率高、环境友好等优点，可为含有芳香烃硫基取代的天然产物及复杂药物分子的合成提供潜在的合成途径。
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| 关 键 词： | K2CO3促进；苯并呋喃；C-S键 |
| 收稿时间： | 2018-02-06 |
| 修稿时间： | 2018-04-30 |
K2CO3-Promoted C-S bonds Construction via Direct Coupling of Benzofuran Units with Thiols at 3-Position |
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| Fan Yuxin,Yao Yaoyao,Chen Rui,Zhao Ping,Tang Lei,Wang Ying and Wang Cong. K2CO3-Promoted C-S bonds Construction via Direct Coupling of Benzofuran Units with Thiols at 3-Position[J]. Chemistry, 2018, 81(7): 610-615,609 |
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| Authors: | Fan Yuxin Yao Yaoyao Chen Rui Zhao Ping Tang Lei Wang Ying Wang Cong |
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| Affiliation: | School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R D,Guizhou Medical University,School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R D,Guizhou Medical University,School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R D,Guizhou Medical University,School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R D,Guizhou Medical University,School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R D,Guizhou Medical University,School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R D,Guizhou Medical University,School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R D,Guizhou Medical University |
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| Abstract: | Based on the previous work, this paper further investigated the reaction of 2-position branched benzofuran units with thiol to form C-S bond at the 3-position. The study found that K2CO3 can efficiently promoted the reaction with benzofuran units to produce 3-arylthiobenzofuran derivatives which the functional groups at the 2-position are aliphatic ketones with different chain lengths. All the products were characterized by NMR and HRMS. The reaction has the advantages of mild reaction conditions, wide range of substrate application, simple operation, high yield, environmental friendliness and so on. It can provide a potential synthesis pathway for the synthesis of natural products containing aromatic sulfur-substituted groups and complex drug molecules. |
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| Keywords: | K2CO3-promoted benzofuran C-S bonds |
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