Metal-Free Synthesis of 2-Fluoroalkylated Quinolines Using Polyfluoroalkanoic Acids as Direct Fluorine Sources

被引:33
|
作者
Nan, Jiang [1 ]
Hu, Yan [1 ]
Chen, Pu [1 ]
Ma, Yangmin [1 ]
机构
[1] Shaanxi Univ Sci & Technol, Coll Chem & Chem Engn, Shaanxi Key Lab Chem Addit Ind, Xian 710021, Shaanxi, Peoples R China
基金
中国博士后科学基金;
关键词
ONE-POT SYNTHESIS; TRIFLUOROACETIC-ACID; 3-COMPONENT SYNTHESIS; FACILE SYNTHESIS; TRIFLUOROMETHYLATION; CYCLIZATION; CHLORIDES; ARYL; DIFLUOROMETHYLATION; BROMIDES;
D O I
10.1021/acs.orglett.9b00039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel [5 + 1] cyclization of 2-vinylanilines with polyfluoroalkanoic acids under catalyst- and additive-free conditions was successfully implemented. The approach directly employs very low-cost and readily available polyfluoroalkanoic acids as both Cl synthons and fluoroalkyl building blocks. This method provides concise access to diverse 2-fluoroalkylated (CF3, C2F5, C3F2, CF2H, CF2Cl, and CF2Br) quinolines in good yields with excellent functional group tolerance in high yield on a gram scale.
引用
收藏
页码:1984 / 1988
页数:5
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