| 程宇飞,高文超,刘强,常宏宏,张建栋,魏文珑.化学通报,2018,81(12):1121-1126. |
| 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 |
| Synthesis of 2-Aryl-3-sulfenyl-4(1H)-quinolinones Using Electrophilic Sulfur Reagents |
| 投稿时间：2018-06-27 修订日期：2018-08-28 |
| DOI： |
| 中文关键词: 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 |
| 英文关键词:N-Sulfanylsuccinimides, 2-Aryl-3-sulfenyl-4(1H)-quinolinones, Electrophilic cyclization, Sulfide syntheses |
| 基金项目: |
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| 中文摘要: |
| 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。 |
| 英文摘要: |
| 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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