C8-Selective Acylation of Quinoline N-Oxides with α-Oxocarboxylic Acids via Palladium-Catalyzed Regioselective C-H Bond Activation

被引:70
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
DECARBOXYLATIVE ORTHO-ACYLATION; DIRECT ARYLATION; C-8; POSITION; TANDEM SYNTHESIS; ARYL; AZOXYBENZENES; MILD; ALKENYLATION; HETEROCYCLES; ALKENES;
D O I
10.1021/acs.orglett.6b01746
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile and efficient protocol for palladium-catalyzed C8-selective acylation of quinoline N-oxides with alpha-oxocarboxylic acids has been developed. In this approach, N-oxide was utilized as a stepping stone for the remote C-H functionalization. The reaction proceeded efficiently under mild reaction conditions with excellent regioselectivity and broad functional group tolerance.
引用
收藏
页码:3722 / 3725
页数:4
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