Copper-Catalyzed Arylation of Nitrogen Heterocycles from Anilines under Ligand-Free Conditions

被引：27

作者：

Toummini, Dounia ^{[1
]}

Tlili, Anis ^{[1
]}

Berges, Julien ^{[1
]}

Ouazzani, Fouad ^{[2
]}

Taillefer, Marc ^{[1
]}

机构：

[1] ENSCM, Inst Charles Gerhardt Montpellier, F-34296 Montpellier 5, France

[2] Fac Sci & Tech, LCOA, Fes 30000, Morocco

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 45期

关键词：

anilines; arylation; catalysis; copper; nitrogen heterocycles; N-ARYLATION; COUPLING REACTIONS; DIAZONIUM SALTS; C-N; ARYL MESYLATES; EFFICIENT; MONOARYLATION; AMIDATION; CYANATION; AMINATION;

D O I：

10.1002/chem.201404982

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The arylation of pyrazole and derivatives can be achieved by coupling arenediazonium species (formed insitu from anilines) by using a catalytic system that employs low-toxicity and inexpensive copper metal under very mild and ligand-free conditions (T=20 degrees C). From other nitrogen heterocycles, the presence of an additive (NBu4I) significantly improves the efficiency of the catalytic system. These results represent the first examples of CN bond formation from arenediazonium species.

引用

页码：14619 / 14623

页数：5

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