| 亲电硫试剂参与的2-芳基-3-硫代-2,3-二氢喹啉-4(1H)-酮的合成研究 |
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| 引用本文： | 程宇飞,高文超,刘强,常宏宏,张建栋,魏文珑.亲电硫试剂参与的2-芳基-3-硫代-2,3-二氢喹啉-4(1H)-酮的合成研究[J].化学通报,2018,81(12):1121-1126. |
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| 作者姓名： | 程宇飞 高文超 刘强 常宏宏 张建栋 魏文珑 |
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| 作者单位： | 太原理工大学化学化工学院 山西太原 030024,太原理工大学化学化工学院 山西太原 030024,太原理工大学化学化工学院 山西太原 030024,太原理工大学化学化工学院 山西太原 030024,太原理工大学化学化工学院 山西太原 030024,太原理工大学化学化工学院 山西太原 030024 |
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| 摘 要： | 本文报道了以(E)-1-(2-对甲苯磺酰胺基)-3-芳基丙-2-烯-1-酮(1)为底物与N-硫代丁二酰亚胺(2)通过亲电环化反应合成2-芳基-3-硫代-2,3-二氢喹啉-4(1H)-酮类化合物。以三氟化硼乙醚为催化剂(20 mol %),1,2-二氯乙烷为溶剂,反应温度为60 oC,可以60-92%的收率得到一系列2-芳基-3-硫代-4(1H)-喹啉酮衍生物,化合物3a-k均未见文献报道,其结构均经过1H NMR, 13C NMR以及高分辨质谱进行确定。
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| 关 键 词： | N-硫代丁二酰亚胺 2-芳基-3-硫代-4(1H)-喹啉酮 亲电环化 硫醚合成 |
| 收稿时间： | 2018/6/27 0:00:00 |
| 修稿时间： | 2018/8/28 0:00:00 |
Synthesis of 2-Aryl-3-sulfenyl-4(1H)-quinolinones Using Electrophilic Sulfur Reagents |
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| Cheng Yufei,Gao Wenchao,Liu Qiang,Chang Honghong,Zhang Jiandong and and Wei Wenlong.Synthesis of 2-Aryl-3-sulfenyl-4(1H)-quinolinones Using Electrophilic Sulfur Reagents[J].Chemistry,2018,81(12):1121-1126. |
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| Authors: | Cheng Yufei Gao Wenchao Liu Qiang Chang Honghong Zhang Jiandong and and Wei Wenlong |
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| Institution: | College of Chemistry and Chemical Engineering,Taiyuan University of Technology,Shanxi,030024,College of Chemistry and Chemical Engineering,Taiyuan University of Technology,Shanxi,030024,College of Chemistry and Chemical Engineering,Taiyuan University of Technology,Shanxi,030024,College of Chemistry and Chemical Engineering,Taiyuan University of Technology,Shanxi,030024,College of Chemistry and Chemical Engineering,Taiyuan University of Technology,Shanxi,030024,College of Chemistry and Chemical Engineering,Taiyuan University of Technology,Shanxi,030024 |
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| Abstract: | It is reported here that the synthesis of 2-aryl-3-sulfenyl-2,3-dihydroquinolin-4(1H)-ones using (E)-1-(2-tosylaminophenyl)-3-arylprop-2-en-1-ones (1) and N-sulfanylsuccinimides as substrates through electrophilic cyclization. With BF3?Et2O (20 mol %) as the catalyst and 1,2-dichloroethane as the solvent, the reaction can be performed well at 60 oC and give the desired 2-aryl-3-sulfenyl-4(1H)-quinolinones in 60-92% yields. All the products are new compounds, and their structures are confirmed by 1H NMR, 13C NMR and HR-MS. |
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| Keywords: | N-Sulfanylsuccinimides 2-Aryl-3-sulfenyl-4(1H)-quinolinones Electrophilic cyclization Sulfide syntheses |
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