Multi-component solvent-free cascade reaction of 2-cyanoacetamides: regioselective synthesis of pyridin-2-ones bearing quaternary centers

被引:25
|
作者
Kong, Lingbin [1 ]
Huang, Rong [1 ]
He, Haodan [1 ]
Fan, Yunxiang [1 ]
Lin, Jun [1 ]
Yan, Shengjiao [1 ]
机构
[1] Yunnan Univ, Key Lab Med Chem Nat Resource, Minist Educ, Sch Chem Sci & Technol, Kunming 650091, Yunnan, Peoples R China
基金
中国国家自然科学基金;
关键词
ONE-POT SYNTHESIS; ENVIRONMENTALLY BENIGN; DERIVATIVES; DISCOVERY; INHIBITOR; DESIGN; PYRIDIN-2(1H)-ONES; ENAMINONES; ISATINS; ACCESS;
D O I
10.1039/c9gc03692j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel protocol has been constructed for the synthesis of four types of pyridin-2-ones via solvent-free cascade reactions of 2-cyanoacetamides, various ketones, and acetone via multicomponent reactions to prepare target compounds with good to excellent yields. As a result, functionalized pyridin-2-ones bearing quaternary centers, specifically, spiropyridin-2-ones, were generated by piperidine under solvent-free conditions. Also, a double bond has been introduced into the target compounds through aryl substituted 2-cyanoacetamides under the same conditions. The advantages of this approach include no solvents, simple and practical operation (multi-component one-pot), high yields (up to 95%), and a product with potential biological activity.
引用
收藏
页码:256 / 264
页数:9
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