Copper( II)-Catalyzed Aerobic Oxidative Coupling between Chalcone and 2-Aminopyridine via C HAmination:AnExpedientSynthesis of 3-AroylimidazoACHTUNGTRENUNG[ 1,2-a] pyridines

被引:107
|
作者
Monir, Kamarul [1 ]
Bagdi, Avik Kumar [1 ]
Mishra, Subhajit [1 ]
Majee, Adinath [1 ]
Hajra, Alakananda [1 ]
机构
[1] Visva Bharati, Dept Chem, Santini Ketan 731235, W Bengal, India
关键词
aerobic oxidative amination; 3-aroylimidazo[1; 2-a]pyridines; chalcones; copper(II) acetate; regioselectivity; N BOND FORMATION; ONE-POT SYNTHESIS; CATALYZED DIRECT AMINATION; H ACTIVATION REACTIONS; BETA-KETO-ESTERS; ANTIVIRAL AGENTS; TERMINAL ALKYNES; SINGLE-ELECTRON; DIRECT ACCESS; FUNCTIONALIZATION;
D O I
10.1002/adsc.201300900
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A simple and efficient protocol has been developed for the synthesis of 3-aroylimidazopyridines via copper(II) acetate-catalyzed aerobic oxidative amination. A library of 3-aroylimidazopyridines was synthesized from readily accessible chalcones and 2-aminopyridines with high yields and regioselectivity. The reaction proceeds through a tandem Michael addition followed by an intramolecular oxidative amination. The successful application of this methodology for a gram-scale reaction indicates its potential for bulk synthesis.
引用
收藏
页码:1105 / 1112
页数:8
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