CuII-Promoted Aerobic Cascade Reactions of 2-Alkynylanilines with Methyl Perfluoroalk-2-ynoates: En Route to 4-Carbonyl-2-perfluoroalkylquinolines

被引:18
作者
Han, Jing [1 ]
Shen, Yangyong [1 ]
Sun, Xuechun [1 ]
Yao, Qiuxia [1 ]
Chen, Jie [1 ]
Deng, Hongmei [2 ]
Shao, Min [2 ]
Fan, Bozhen [3 ]
Zhang, Hui [2 ]
Cao, Weiguo [1 ,4 ,5 ]
机构
[1] Shanghai Univ, Dept Chem, Innovat Drug Res Ctr, Shanghai 200444, Peoples R China
[2] Shanghai Univ, Instrumental Anal & Res Ctr, Shanghai 200444, Peoples R China
[3] Tongji Univ, Tongji Hosp, Dept Gynaecol, Shanghai 200065, Peoples R China
[4] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[5] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
Heterocycles; Fluorine; Copper; Cyclization; Synthetic methods; CONVENIENT SYNTHESIS; OXIDATIVE SYNTHESIS; CYCLIZATION; DERIVATIVES; QUINOLINES; CYCLOISOMERIZATION; DIOXYGEN; KETONES; ALKYNES; ACCESS;
D O I
10.1002/ejoc.201403633
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using air as the oxygen source, 4-carbonyl-2-perfluoroalkylquinolines were prepared in good to excellent yields, from readily available 2-alkynylanilines and methyl perfluoroalk-2-ynoates through a Cu-II-promoted sequential process that omits the isolation of the enamine intermediates. The reaction tolerates several useful functionalities including ether, ester and chloro substituents.
引用
收藏
页码:2061 / 2065
页数:5
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