Synthesis of Isoxazolines and Isoxazoles via Metal-Free Desulfitative Cyclization

被引：6

作者：

Cheng, Jiaxin ^{[1
]}

Yang, Ze ^{[1
]}

Li, Yuansheng ^{[1
]}

Xi, Yulan ^{[1
]}

Sun, Qiu ^{[2
]}

He, Ling ^{[1
]}

机构：

[1] Sichuan Univ, West China Sch Pharm, Dept Med Chem, Chengdu 610041, Sichuan, Peoples R China

[2] Sichuan Univ, West China Med Ctr, Chengdu 610041, Sichuan, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2018年 / 50卷 / 12期

基金：

美国国家科学基金会;

关键词：

isoxazolines; isoxazoles; desulfurization; radical cyclization; tandem reaction; AEROBIC OXIDATIVE AMINATION; C-H BONDS; NITRILE OXIDES; INTERMOLECULAR AMINATION; REGIOSELECTIVE SYNTHESIS; OXIMES; ALKENES; AMIDATION; EFFICIENT; POLYMERIZATION;

D O I：

10.1055/s-0037-1609480

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel, one-pot reaction for the synthesis of isoxazolines and isoxazoles is developed via a cascade process under metal-free conditions. The approach involves the formation of intramolecular C-N and C-O bonds and intermolecular C-C bonds from aromatic alkenes or alkynes and N -hydroxysulfonamides using hypervalent iodine(VII) and iodine as the oxidant. Activation of C-H and C-C bonds/construction of C-O bonds/elimination of SO (2) /C-N bond formation is achieved in sequence in the reaction system.

引用

页码：2385 / 2393

页数：9

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