Domino Cu-catalyzed C-N coupling/hydroamidation:: A highly efficient synthesis of nitrogen heterocycles

被引：370

作者：

Martin, Ruben ^{[1
]}

Rivero, Marta Rodriguez ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 42期

关键词：

amidation; copper; domino reactions; heterocycles; hydroamidation;

D O I：

10.1002/anie.200602917

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Working in tandem: Highly functionalized pyrroles and pyrazoles can be synthesized from a domino Cu-catalyzed C-N coupling/hydroamidation sequence. The scope and the generality of the method is noteworthy as a wide variety of substituents, either in the alkene or alkyne counterparts, are well tolerated. © 2006 Wiley-VCH Verlag GmbH &. Co. KGaA.

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页码：7079 / 7082

页数：4

相关论文

共 55 条

[1] General and efficient indole syntheses based on catalytic amination reactions [J].

Ackermann, L .

ORGANIC LETTERS, 2005, 7 (03) :439-442

[2] One-pot construction of pyrazoles and isoxazoles with palladium-catalyzed four-component coupling [J].

Ahmed, MSM ;

Kobayashi, K ;

Mori, A .

ORGANIC LETTERS, 2005, 7 (20) :4487-4489

[3]

[Anonymous], 2003, CHEM HETEROCYCLES ST, DOI DOI 10.1002/352760183X

[4]

[Anonymous], ANGEW CHEM INT ED

[5] PALLADIUM-CATALYZED COUPLING OF ARYL AND VINYL TRIFLATES OR HALIDES WITH 2-ETHYNYLANILINE - AN EFFICIENT ROUTE TO FUNCTIONALIZED 2-SUBSTITUTED INDOLES [J].

ARCADI, A ;

CACCHI, S ;

MARINELLI, F .

TETRAHEDRON LETTERS, 1989, 30 (19) :2581-2584

[6] Catalytic amination of 2-substituted pyridines with hydrazine derivatives [J].

Arterburn, JB ;

Rao, KV ;

Ramdas, R ;

Dible, BR .

ORGANIC LETTERS, 2001, 3 (09) :1351-1354

[7] Pyrrole syntheses by multicomponent coupling reactions [J].

Balme, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (46) :6238-6241

[8]

BALME G, 2004, ANGEW CHEM, V116, P6396

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

Beletskaya, IP ;

Cheprakov, AV .

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

[10] Synthesis of highly substituted pyrroles via a multimetal-catalyzed rearrangement-condensation-cyclization Domino approach [J].

Binder, JT ;

Kirsch, SF .

ORGANIC LETTERS, 2006, 8 (10) :2151-2153

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