Direct one-pot synthesis of zolimidine pharmaceutical drug and imidazo[1,2-a]pyridine derivatives via I2/CuO-promoted tandem strategy

被引:40
作者
Cai, Qun [1 ]
Liu, Mei-Cai [1 ]
Mao, Bi-Ming [1 ]
Xie, Xuan [1 ]
Jia, Feng-Cheng [1 ]
Zhu, Yan-Ping [1 ]
Wu, An-Xin [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
基金
中国国家自然科学基金;
关键词
2-Aminopyridines; Aromatic ketones; Imidazo[1,2-a]pyridines; Zolimidine; One-pot; BETA-KETO-ESTERS; EFFICIENT; AMINOPYRIDINES; IODINATION; INHIBITORS;
D O I
10.1016/j.cclet.2014.12.016
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient one-pot synthetic protocol was developed for the synthesis of imidazo[1,2-a]pyridines from easily available starting materials: Aromatic ketones, alpha,beta-unsaturated ketones, beta-keto esters and 2-aminopyridines. The present reaction proceeded well in MeOH under the media of I-2/CuO. By using this method, the marketed drug zolimidine could be prepared easily with 95% yield. All these target products were characterized by NMR, HRMS and IR spectra. Furthermore, the target compound 3fa was determined by X-ray crystallographic analysis. (C) 2014 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:881 / 884
页数:4
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