Copper Nitrate Mediated Regioselective [2+2+1] Cyclization of Alkynes with Alkenes: A Cascade Approach to 2-Isoxazolines

被引：62

作者：

Gao, Mingchun ^{[1
]}

Li, Yingying ^{[1
]}

Gan, Yuansheng ^{[1
]}

Xu, Bin ^{[1
,2
,3
]}

机构：

[1] Shanghai Univ, Sch Mat Sci & Engn, Dept Chem, Innovat Drug Res Ctr, Shanghai 200444, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

[3] E China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Dept Chem, Shanghai 200062, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 30期

基金：

中国国家自然科学基金;

关键词：

alkenes; alkynes; cascade reactions; copper; isoxazolines; 1,3-DIPOLAR CYCLOADDITION; SONOGASHIRA REACTION; ISOXAZOLINES; DERIVATIVES; REDUCTION; DELTA(2)-ISOXAZOLINES; DIPOLAROPHILES; IDENTIFICATION; FLUORINATION; KETONES;

D O I：

10.1002/anie.201503393

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient method for the regioselective synthesis of pharmacologically relevant polysubstituted (2)-isoxazolines is based on the copper-mediated direct transformation of simple terminal alkynes and alkenes. The overall process involves the formation of four chemical bonds with inexpensive and readily available copper nitrate trihydrate as a novel precursor of nitrile oxides. The reaction can be easily handled and proceeds under mild conditions.

引用

页码：8795 / 8799

页数：5

共 63 条

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