tert-Butoxide-Mediated Synthesis of 3,4-Biquinolines from 2-Aminochalcones

被引：2
|
作者：
Jeon, Jiye [1 ]
Lee, So Young [1 ]
Cheon, Cheol-Hong [1 ]
机构：
[1] Korea Univ, Dept Chem, 145 Anam Ro, Seoul 02841, South Korea
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2019年 / 361卷 / 10期
基金：
新加坡国家研究基金会;
关键词：
Biquinolines; 2-Aminochalcones; Nucleophilic Catalyst; tert-Butoxide; Dimerization; DERIVATIVES; COMPLEXES;
D O I：
10.1002/adsc.201900029
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A novel protocol to synthesize 3,4'-biquinolines from 2-aminochalcones in the presence of a stoichiometric amount of sodium tert-butoxide as the nucleophilic promotor was developed. Conjugate addition of tert-butoxide to 2-aminochalcones provided the corresponding enolates, which underwent Michael addition to another molecule of 2-aminochalcone to afford a dimeric species of 2-aminochalcones. Subsequent cyclization between the amino and carbonyl groups followed by aromatization provides 3,4'-biquinoline products. Various 2-aminochalcones were submitted to this protocol and the desired 3,4'-biquinoline products were obtained in good to high yields in a short reaction time.
引用
收藏
页码：2360 / 2364
页数：5
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