Catalytic C?H Amination with Aromatic Amines

被引：137

作者：

Gephart, Raymond T., III ^{[1
]}

Huang, Daria L. ^{[1
]}

Aguila, Mae Joanne B. ^{[1
]}

Schmidt, Graham ^{[1
]}

Shahu, Andi ^{[1
]}

Warren, Timothy H. ^{[1
]}

机构：

[1] Georgetown Univ, Dept Chem, Washington, DC 20057 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 26期

基金：

美国国家科学基金会;

关键词：

amination; anilines; C?H functionalization; copper; synthetic methods; ENANTIOSELECTIVE INTRAMOLECULAR AMIDATION; AEROBIC OXIDATIVE AMINATION; H AMINATION; INTERMOLECULAR AMINATION; ALLYLIC AMINATION; CUPROUS CHLORIDE; AZO-COMPOUNDS; ARYL AZIDES; BONDS; MECHANISM;

D O I：

10.1002/anie.201201921

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aniline joins the club: A β-diketiminato copper(I) catalyst enables C-H amination of anilines employing low catalyst loadings to preclude oxidation to the diazene ArNi-NAr (see scheme). Electron-poor anilines are particularly resistant towards diazene formation and participate in the amination of strong and unactivated C-H bonds. N-alkyl anilines also take part in C-H amination. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：6488 / 6492

页数：5

共 66 条

[1]

[Anonymous], 2012, ANGEW CHE

[2]

[Anonymous], 2008, ANGEW CHEM

[3]

Badiei Y.M., 2008, ANGEW CHEMIE, V120, P10109

[4] Copper-Nitrene Complexes in Catalytic C-H Amination [J].

Badiei, Yosra M. ;

Dinescu, Adriana ;

Dai, Xiliang ;

Palomino, Robert M. ;

Heinemann, Frank W. ;

Cundari, Thomas R. ;

Warren, Timothy H. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (51) :9961-9964

[5] On the Mechanism of Ligand-Assisted, Copper,Catalyzed Benzylic Amination by Chloramine-T [J].

Barman, Dipti N. ;

Liu, Peng ;

Houk, Kendall N. ;

Nicholas, Kenneth M. .

ORGANOMETALLICS, 2010, 29 (15) :3404-3412

[6] Allylic amination and aziridination of olefins by aryl azides catalyzed by Co II(tpp):: A synthetic and mechanistic study [J].

Caselli, Alessandro ;

Gallo, Emma ;

Fantauzzi, Simone ;

Morlacchi, Simona ;

Ragaini, Fabio ;

Cenini, Sergio .

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2008, 19 (19) :3009-3019

[7] Catalytic C-H amination: the stereoselectivity issue [J].

Collet, Florence ;

Lescot, Camille ;

Dauban, Philippe .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (04) :1926-1936

[8] Studies in catalytic C-H amination involving nitrene C-H insertion [J].

Collet, Florence ;

Lescot, Camille ;

Liang, Chungen ;

Dauban, Philippe .

DALTON TRANSACTIONS, 2010, 39 (43) :10401-10413

[9] Catalytic C-H amination: recent progress and future directions [J].

Collet, Florence ;

Dodd, Robert H. ;

Dauban, Philippe .

CHEMICAL COMMUNICATIONS, 2009, (34) :5061-5074

[10] Dioxygen activation by a neutral β-diketiminato copper(I) ethylene complex [J].

Dai, XL ;

Warren, TH .

CHEMICAL COMMUNICATIONS, 2001, (19) :1998-1999

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