One-pot three-component regioselective synthesis of C1-functionalised 3-arylbenzo[f]quinoline

被引：15
|
作者：
Gattu, Radhakrishna [1 ]
Basha, R. Sidick [1 ]
Bagdi, Prasanta Ray [1 ]
Khan, Abu T. [1 ,2 ]
机构：
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
[2] Aliah Univ, IIA-27, Kolkata 700156, W Bengal, India
来源：
RSC ADVANCES | 2016年 / 6卷 / 14期
关键词：
ANTIMICROBIAL ACTIVITY; QUINOLINE; ACID; DERIVATIVES; DISCOVERY; EFFICIENT; DIANIONS; ACCESS; ESTERS; SERIES;
D O I：
10.1039/c5ra23413a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient method for regioselective synthesis of C1-functionalised 3-arylbenzo[f]quinoline has been demonstrated via gamma-selective aromatization using beta-ketoester, 2-naphthylamine and aromatic aldehyde by employing 10 mol% camphorsulfonic acid as the catalyst in acetonitrile at 70 degrees C. In this approach, two C-C bond formations will result in functionalised benzo[f]quinoline in a one-pot three-component reaction. In addition, the present protocol has a diverse substrate scope with good yields. Furthermore, the protocol was directly utilised for the synthesis of alkyl 2-(3-(naphthalen-2-yl)benzo[f]quinolin-1-yl) acetate, allyl 2-(3-(heteroaromatic) benzo[f]quinolin-1-yl) acetate and functionalised 1,2,3-trisubstituted benzo[f]quinoline.
引用
收藏
页码：11675 / 11682
页数：8
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