Multicomponent cascade reaction of 3-formylchromones: Highly regioselective synthesis of functionalized pyridin-2(1H)-ones

被引:4
|
作者
Yun, Xinghan [1 ]
Chen, Li [1 ]
Lv, Ying [1 ]
Lu, Zihan [1 ]
Huang, Kun [1 ]
Yan, Shengjiao [1 ]
机构
[1] Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China
来源
GREEN SYNTHESIS AND CATALYSIS | 2023年 / 4卷 / 03期
基金
中国国家自然科学基金;
关键词
Pyridin-2(1 H )-ones; Cascade reaction; Selective synthesis; 3-Formylchromones; DISCOVERY;
D O I
10.1016/j.gresc.2022.05.002
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel protocol was developed for the construction of highly functionalized pyridin-2(1H)-ones from 3-formyl-chromones, ethyl 2-(pyridin-2-yl)acetate derivatives and amines via a complex multicomponent cascade reaction involving targeted duplicated ring-opening and duplicated cyclization reactions which form skeleton-reorganized target compounds. A series of pyridin-2(1H)-ones were produced by this reaction accompanied by the formation of three bonds (one C-N and two C-C bonds) and the cleavage of one bond in one step. This protocol can be used in combinatorial and parallel syntheses of various pyridin-2(1H)-ones with potent biological activity. The advantages of this approach include simple and practical operation (multicomponent one-pot), high yields (up to 91%), and products with potential biological activity.
引用
收藏
页码:231 / 239
页数:9
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