Photoredox-Catalzyed Halo-trifluoromethylation of 1,7-Enynes for Synthesis of 3,4-Dihydroquinolin-2(1H)-ones

被引:38
|
作者
Yuan, Xin [1 ,2 ]
Zheng, Ming-Wei [1 ,2 ]
Di, Zhe-Chen [1 ]
Cui, Yu-Sheng [1 ]
Zhuang, Kai-Qiang [1 ]
Qin, Long-Zhou [1 ]
Fang, Zheng [1 ]
Qiu, Jiang-Kai [1 ]
Li, Guigen [2 ,3 ]
Guo, Kai [1 ]
机构
[1] Nanjing Tech Univ, Biotechnol & Pharmaceut Engn, Nanjing 211816, Jiangsu, Peoples R China
[2] Nanjing Univ, Inst Chem & Biomed Sci, Nanjing 210093, Jiangsu, Peoples R China
[3] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
基金
中国国家自然科学基金;
关键词
photoredox; halo-trifluoromethylation; 1; 7-enynes; radical pathway; BENZENE-TETHERED 1,7-ENYNES; VISIBLE-LIGHT PHOTOCATALYSIS; RADICAL CYCLIZATION; BETA-AMINOPHOSPHONATES; CASCADE CYCLIZATION; CATALYSIS; PERFLUOROALKYLATION; FUNCTIONALIZATION; FLUORINATION; N-ENYNES;
D O I
10.1002/adsc.201801681
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient photoredox-catalyzed halo-trifluoromethylation reaction of 1,7-enynes has been developed under mild conditions. This photocatalytic protocol provides an efficient and functional strategy leading to CF3- and halogen-containing 3,4-dihydroquinolin-2(1H)-ones from a wide range of 1,7-enynes through two different radical pathways. The reaction mechanism was proposed based on the control experiments.
引用
收藏
页码:1835 / 1845
页数:11
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