Facile and expedient synthesis of α,β-unsaturated isoxazol-5(4H)-ones under mild conditions

被引：36

作者：

Ghorbani, Fatemeh ^{[1
]}

Kiyani, Hamzeh ^{[1
]}

Pourmousavi, Seied Ali ^{[1
]}

机构：

[1] Damghan Univ, Sch Chem, Damghan 3671641167, Iran

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2020年 / 46卷 / 01期

关键词：

Green synthesis; Hydroxylamine hydrochloride; Isoxazol-5(4H)-ones; beta-Ketoester; Nano-SiO2-H2SO4; Three-component reaction; ONE-POT SYNTHESIS; AQUEOUS-PHASE SYNTHESIS; 3-COMPONENT SYNTHESIS; GREEN SYNTHESIS; 3,4-DISUBSTITUTED ISOXAZOL-5(4H)-ONES; ISOXAZOLONE DERIVATIVES; REUSABLE CATALYST; CRYSTAL-STRUCTURE; SONOCHEMICAL SYNTHESIS; EFFICIENT SYNTHESIS;

D O I：

10.1007/s11164-019-03999-7

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It was found that nano-SiO2-H2SO4 was catalyzed by the three-component cyclocondensation of aryl/heteroaryl aldehydes, hydroxylamine hydrochloride, and beta-ketoesters toward the synthesis of alpha,beta-unsaturated isoxazol-5(4H)-ones under green conditions. The reaction yielded the corresponding heterocycles at room temperature in relatively shorter reaction times. It merits mentioning that the mild conditions allow the synthesis of several alpha,beta-unsaturated isoxazol-5(4H)-ones using this method. In this study, some new derivatives of isoxazolones were also synthesized and characterized. It is efficient, clean, simple, safe, and ecologically friendly. This straightforward method is cost-effective and requires no preparation of reactants. The three-component annulation was performed without using energy sources, for example, heat, ultrasound wave, and microwave irradiation. Graphic abstract

引用

页码：943 / 959

页数：17

共 74 条

[51] A green and efficient synthesis of isoxazol-5(4H)-one derivatives in water and a DFT study [J].