One-pot copper-catalyzed three-component reaction: a modular approach to functionalized 2-quinolones

被引:7
|
作者
Kim, Ah Reum [1 ,2 ]
Lim, Hee Nam [1 ]
机构
[1] Korea Res Inst Chem Technol, Ecofriendly New Mat Res Ctr, Therapeut & Biotechnol Div, 141 Gajeong Ro, Daejeon 34114, South Korea
[2] Korea Univ, Dept Chem, 145 Anam Ro, Seoul 02841, South Korea
基金
新加坡国家研究基金会;
关键词
C-C; COUPLING REACTIONS; DIAMINE LIGANDS; N-ARYLATION; DERIVATIVES; ACTIVATION; ANNULATION; AMIDATION; RECEPTOR; QUINOLINONES;
D O I
10.1039/d0ra01352h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A copper-catalyzed three-component annulation for the synthesis of functionalized 2-quinolones was developed. Three reactions including an S(N)2, a Knoevenagel, and finally C-N bond formation are involved in the designed cascade reaction using 2-bromoacylarenes, 2-iodoacetamide, and nucleophiles as the three components. A new catalytic system was discovered during the study and this modular approach is highly efficient to access functionalized 2-quinolone derivatives, compatible with a broad range of functional groups, scalable, and step-economic. Further derivatization of the obtained product demonstrates the synthetic utility of this method.
引用
收藏
页码:7855 / 7866
页数:12
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