Copper-catalyzed cycloaddition of sulfonyl azides with alkynes to synthesize N-sulfonyltriazoles 'on water' at room temperature

被引：83

作者：

Wang, Feng ^{[1
]}

Fu, Hua ^{[1
]}

Jiang, Yuyang ^{[1
,2
]}

Zhao, Yufen ^{[1
]}

机构：

[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China

[2] Tsinghua Univ, Grad Sch, Key Lab Chem Biol Guangdong Prov, Shenzhen 518057, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2008年 / 350卷 / 11-12期

基金：

中国国家自然科学基金;

关键词：

copper-catalyzed reaction; on water; S ligands; sulfonyl azides; N-sulfonyltriazoles;

D O I：

10.1002/adsc.200800291

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We have developed a green and practical method for the Huisgen cycloaddition of water-insoluble sulfonyl azides with alkynes 'on water' at room temperature under catalysis of the inexpensive catalyst system CuX/PhSMe, and addition of the ligand (thioanisole) greatly inhibited cleavage of the N-1-N-2 bond in the 5-cuprated N-sulfonyltriazole intermediates to amides and improved the yields of N-sulfonyltriazoles.

引用

页码：1830 / 1834

页数：5

共 43 条

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[Anonymous], 2007, ANGEW CHEM

[2]

Ashry E.S.H.E., 1999, ADV HETEROCYCL CHEM, V75, P79

[3] Highly efficient one-pot synthesis of N-sulfonylamidines by Cu-catalyzed three-component coupling of sulfonyl azide, alkyne, and amine [J].