"One-Pot" Approach to 8-Acylated 2-Quinolinones via Palladium-Catalyzed Regioselective Acylation of Quinoline N-Oxides

被引:62
作者
Chen, Xiaopei [1 ]
Cui, Xiuling [1 ,2 ,3 ]
Wu, Yangjie [1 ]
机构
[1] Zhengzhou Univ, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Dept Chem, Zhengzhou 450052, Peoples R China
[2] Huaqiao Univ, Inst Mol Med, Sch Biomed Sci, Xiamen Key Lab Ocean & Gene Drugs, Xiamen 361021, Fujian, Peoples R China
[3] Chinese Educ Minist, Engn Res Ctr Mol Med, Xiamen 361021, Fujian, Peoples R China
关键词
C-H ALKENYLATION; DIRECT ARYLATION; C-8; POSITION; BOND FUNCTIONALIZATION; ACTIVATION; ARYL; ALDEHYDES; ALKYNES; MILD; ANNULATION;
D O I
10.1021/acs.orglett.6b00923
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A "one-pot" facile and efficient protocol for 8-acylated 2-quinolinones has been developed through palladium-catalyzed acylation of quinoline N-oxides, which proceeds with high selectivity at the C8-position. The desired products were isolated in up to 95% yield and good functional group tolerance. A palladacycle was isolated from the catalytic process and proposed as a key intermediate.
引用
收藏
页码:2411 / 2414
页数:4
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