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

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 CuII‐promoted sequential process that omits the isolation of the enamine intermediates. The reaction t...

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Bibliographic Details
Published in:European journal of organic chemistry 2015-03, Vol.2015 (9), p.2061-2065
Main Authors: Han, Jing, Shen, Yangyong, Sun, Xuechun, Yao, Qiuxia, Chen, Jie, Deng, Hongmei, Shao, Min, Fan, Bozhen, Zhang, Hui, Cao, Weiguo
Format: Article
Language:English
Subjects:
Copper
Cyclization
Fluorine
Heterocycles
Synthetic methods
Online Access:Get full text
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Summary: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 CuII‐promoted sequential process that omits the isolation of the enamine intermediates. The reaction tolerates several useful functionalities including ether, ester and chloro substituents. 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 CuII‐promoted sequential process.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201403633