Base-Catalyzed Domino Reaction Between Aldoxime and N- Chlorosuccinimide in Alcohol: One-Pot Synthesis of Alkyl 3-(3-Aryl-1,2,4-oxadiazol-5-yl)propanoates

被引：4

作者：

Chilaka, Sai Krishna ^{[1
,2
]}

Chellu, Ramesh Kumar ^{[1
,2
]}

Soda, Anil Kumar ^{[1
,2
]}

Kurva, Srinivas ^{[1
]}

Nanubolu, Jagadeesh Babu ^{[2
,3
]}

Madabhushi, Sridhar ^{[1
,2
]}

机构：

[1] CSIR Indian Inst Chem Technol, Fluoroagrochem Dept, Hyderabad 500007, India

[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India

[3] CSIR Indian Inst Chem Technol, Ctr Xray Crystallog, Hyderabad 500007, India

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2022年 / 364卷 / 17期

关键词：

Aryl aldoxime; Domino reaction; N-chlorosuccinimide; One pot synthesis; Nitrile oxide; OXADIAZOLES; DERIVATIVES; OXOLAMINE; DISCOVERY; DOCKING; ACCESS; SERIES;

D O I：

10.1002/adsc.202200265

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A method for preparation of alkyl 3-aryl-(1,2,4-oxadiazol-5-yl)propanoates by base-catalyzed domino reaction of an aryl aldoxime with N-chlorosuccinimide in alcohol is described. In this reaction, initially aldoxime and N-chlorosuccinimide react to produce hydroximidoyl chloride and succinimide. The hydroximidoyl chloride and base produces nitrile oxide which undergoes [3+2] annulation with succinimide followed by ring opening reaction with the assistance of alcohol to give alkyl 3-aryl-(1,2,4-oxadiazol-5-yl)propanoates in 65-95% yield.

引用

收藏

页码：2944 / 2950

页数：7

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