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
Beletskaya, IP
Cheprakov, AV
[J]. COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) : 2337 - 2364
[7] Post-polymerization functionalization of polyolefins
Boaen, NK
Hillmyer, MA
[J]. CHEMICAL SOCIETY REVIEWS, 2005, 34 (03) : 267 - 275
[8] Industrial-scale palladium-catalyzed coupling of aryl halides and amines - A personal account
Buchwald, SL
Mauger, C
Mignani, G
Scholz, U
[J]. 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
Carril, Monica
SanMartin, Raul
Dominguez, Esther
[J]. 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
Cho, Seung Hwan
Yoon, Jungho
Chang, Sukbok
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (15) : 5996 - 6005

← 1 2 3 4 5 6 7 →