Efficient and Mild Ullmann-Type N-Arylation of Amides, Carbamates, and Azoles in Water

被引：31

作者：

Bollenbach, Maud ^{[1
]}

Aquino, Pedro G. V. ^{[1
,2
]}

de Araujo-Junior, Joao Xavier ^{[2
]}

Bourguignon, Jean-Jacques ^{[1
]}

Bihel, Frederic ^{[1
]}

Salome, Christophe ^{[1
,3
]}

Wagner, Patrick ^{[1
]}

Schmitt, Martine ^{[1
]}

机构：

[1] Univ Strasbourg, CNRS, LIT, UMR 7200, F-67000 Strasbourg, France

[2] Univ Fed Alagoas, Lab Pesquisa Recursos Nat, Maceio, Brazil

[3] Swiss Fed Inst Technol, SpiroChem AG, Vladimir Prelog Weg 3, CH-8093 Zurich, Switzerland

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2017年 / 23卷 / 55期

关键词：

amides; amination; copper; micelles; nitrogen heterocycles; MODERN SYNTHETIC METHODS; C-N; COUPLING REACTIONS; CATALYZED REACTIONS; COPPER CATALYST; AQUEOUS-MEDIUM; BOND FORMATION; ARYL HALIDES; NUCLEOPHILES; AMIDATION;

D O I：

10.1002/chem.201700832

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple, sustainable, efficient, mild, and low-cost protocol was developed for d-glucose-assisted Cu-catalyzed Ullmann reactions in water for amides, carbamates, and nitrogen-containing heterocycles. The reaction was compatible with diverse aryl/heteroaryl iodides, giving highly substituted pyridine, indole, or indazole rings. This method offers an attractive alternative to existing protocols, because the reaction proceeds in aqueous media, occurs at or near ambient temperature, and provides the N-arylated products in good to high yields.

引用

页码：13676 / 13683

页数：8

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