Organocatalytic Oxidative Cyclization of Amidoximes for the Synthesis of 1,2,4-Oxadiazolines

被引：7

作者：

Soni, Vineet Kumar ^{[1
]}

Kim, Jun ^{[1
]}

Cho, Eun Jin ^{[1
]}

机构：

[1] Chung Ang Univ, Dept Chem, 84 Heukseok Ro, Seoul 06974, South Korea

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 14期

基金：

新加坡国家研究基金会;

关键词：

Organocatalysis; Molecular oxygen; Cyclization; Nitrogen heterocycles; VISIBLE-LIGHT PHOTOREDOX; 1,3-DIPOLAR CYCLOADDITION; NITRILE OXIDES; DERIVATIVES; POTENT; DISCOVERY; 4,5-DIHYDRO-1,2,4-OXADIAZOLES; PHIDIANIDINES; OXADIAZOLINES; CARBAZOLES;

D O I：

10.1002/adsc.201800238

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Organocatalytic synthesis of bi- and tricyclic fused 1,2,4-oxadiazolines is reported. The reaction proceeds through oxidative cyclization of the corresponding amidoxime using 2,4,6-tris(4-fluorophenyl)pyrylium tetrafluoroborate (T(p-F)PPT) as the organocatalyst, and molecular oxygen as the green oxidant. During the transformation, T(p-F)PPT acts as both the electrophilic catalyst and photocatalyst, and the reaction is promoted by irradiation with visible light. The method introduced herein offers a straightforward route to the preparation of 1,2,4-oxadiazolines with different functionalities, and is highly atom economical.

引用

页码：2626 / 2631

页数：6

共 50 条

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