Organocatalytic, Oxidative, Intramolecular C-H Bond Amination and Metal-free Cross-Amination of Unactivated Arenes at Ambient Temperature

被引：355

作者：

Antonchick, Andrey P. ^{[1
]}

Samanta, Rajarshi ^{[1
]}

Kulikov, Katharina ^{[1
]}

Lategahn, Jonas ^{[1
]}

机构：

[1] Max Planck Inst Mol Physiol, Abt Chem Biol, D-44227 Dortmund, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 37期

关键词：

amination; C-H functionalization; hypervalent compounds; iodine; organocatalysis; HYPERVALENT IODINE CHEMISTRY; CARBON-NITROGEN BONDS; NATURAL-PRODUCTS; ARYL HALIDES; PALLADIUM; COPPER; FUNCTIONALIZATION; SUBSTITUTION; GENERATION; CARBAZOLE;

D O I：

10.1002/anie.201102984

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The twinkling of an I: In a new atom-economical and environmentally friendly organocatalytic method for intramolecular C-H amination, the C-N bond forms at ambient temperature by abstraction of two atoms of hydrogen; only acetic acid and water are formed as by-products. The method has also been extended to the unprecedented metal-free cross-amination of nonactivated arenes. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8605 / 8608

页数：4

共 66 条

[1]

[Anonymous], 2011, ANGEW CHEM, V123, P3868

[2]

[Anonymous], 2008, ANGEW CHEM

[3]

[Anonymous], 2011, ANGEW CHEM

[4]

[Anonymous], 2008, ANGEW CHEM, DOI DOI 10.1002/ANGE.200704495

[5]

[Anonymous], 2010, ANGEW CHEM INT ED, DOI DOI 10.1002/ANGE.200907352

[6] Copper in cross-coupling reactions - The post-Ullmann chemistry [J].

Beletskaya, IP ;

Cheprakov, AV .

COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364

[7] Post-polymerization functionalization of polyolefins [J].

Boaen, NK ;

Hillmyer, MA .

CHEMICAL SOCIETY REVIEWS, 2005, 34 (03) :267-275

[8] Industrial-scale palladium-catalyzed coupling of aryl halides and amines - A personal account [J].

Buchwald, SL ;

Mauger, C ;

Mignani, G ;

Scholz, U .

ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (1-2) :23-39

[9] Palladium and copper-catalysed arylation reactions in the presence of water, with a focus on carbon-heteroatom bond formation [J].

Carril, Monica ;

SanMartin, Raul ;

Dominguez, Esther .

CHEMICAL SOCIETY REVIEWS, 2008, 37 (04) :639-647

[10] Intramolecular Oxidative C-N Bond Formation for the Synthesis of Carbazoles: Comparison of Reactivity between the Copper-Catalyzed and Metal-Free Conditions [J].

Cho, Seung Hwan ;

Yoon, Jungho ;

Chang, Sukbok .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (15) :5996-6005

← 1 2 3 4 5 6 7 →