Catalytic C-C, C-N, and C-O Ullmann-Type Coupling Reactions

被引：1660

作者：

Monnier, Florian ^{[1
]}

Taillefer, Marc ^{[1
]}

机构：

[1] ENSCM, CNRS, Inst Charles Gerhardt Montpellier Architectures M, UMR 5253, F-34296 Montpellier 5, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 38期

关键词：

arylation; catalysis; copper; cross-coupling; nucleophiles; NITROGEN-CONTAINING HETEROCYCLES; BETA-DICARBONYL COMPOUNDS; BOND-FORMING REACTIONS; ARYL HALIDES; HIGHLY EFFICIENT; LIGAND-FREE; PALLADIUM-FREE; AMINO-ACID; SOLVENT-FREE; SONOGASHIRA REACTION;

D O I：

10.1002/anie.200804497

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Copper-catalyzed Ullmann condensations are key reactions for the formation of carbon-heteroatom and carbon-carbon bonds in organic synthesis. These reactions can lead to structural moieties that are prevalent in building blocks of active molecules in the life sciences and in many material precursors. An increasing number of publications have appeared concerning Ullmann-type intermolecular reactions for the coupling of aryl and vinyl halides with N, O, and C. nucleophiles, and this Minireview highlights recent and major developments in this topic since 2004. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6954 / 6971

页数：18

共 265 条

[51] Ligand-free copper-catalyzed N-arylation of nitrogen nucleophiles [J].

Correa, Arkaitz ;

Bolm, Carsten .

ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (17-18) :2673-2676

[52] MECHANISMS AND MODELS FOR HOMOGENEOUS COPPER MEDIATED LIGAND-EXCHANGE REACTIONS OF THE TYPE - CUNU + ARX-]ARNU + CUX [J].

COUTURE, C ;

PAINE, AJ .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (01) :111-120

[53] Mild and efficient copper-catalyzed cyanation of aryl iodides and bromides [J].

Cristau, HJ ;

Ouali, A ;

Spindler, JF ;

Taillefer, M .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (08) :2483-2492

[54] Highly efficient and mild copper-catalyzed N- and C-arylations with aryl bromides and iodides [J].

Cristau, HJ ;

Cellier, PP ;

Spindler, JF ;

Taillefer, M .

CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (22) :5607-5622

[55] A general and mild Ullmann-type synthesis of diaryl ethers [J].

Cristau, HJ ;

Cellier, PP ;

Hamada, S ;

Spindler, JF ;

Taillefer, M .

ORGANIC LETTERS, 2004, 6 (06) :913-916

[56] Mild conditions for copper-catalysed N-arylation of pyrazoles [J].

Cristau, HJ ;

Cellier, PP ;

Spindler, JF ;

Taillefer, M .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (04) :695-709

[57] Effect of microwave heating on Ullmann-type heterocycle-aryl ether synthesis using chloro-heterocycles [J].

D'Angelo, Noel D. ;

Peterson, Joseph J. ;

Booker, Shon K. ;

Fellows, Ingrid ;

Dominguez, Celia ;

Hungate, Randall ;

Reider, Paul J. ;

Kim, Tae-Seong .

TETRAHEDRON LETTERS, 2006, 47 (29) :5045-5048

[58] Copper(I) diphosphine catalysts for C-N bond formation: Synthesis, structure, and ligand effects [J].

Daly, Stephen ;

Haddow, Mairi F. ;

Orpen, A. Guy ;

Rolls, Giles T. A. ;

Wass, Duncan F. ;

Wingad, Richard L. .

ORGANOMETALLICS, 2008, 27 (13) :3196-3202

[59] Aromatic amination of aryl bromides catalysed by copper/β-diketone catalysts:: The effect of concentration [J].

de Lange, Ben ;

Lambers-Verstappen, Marielle H. ;

van de Vondervoort, Lizette Schmieder- ;

Sereinig, Natascha ;

de Rijk, Ron ;

de Vries, Andre H. M. ;

de Vries, Johannes G. .

SYNLETT, 2006, (18) :3105-3109

[60]

De Nonappa P., 2007, ORG LETT, V9, P2767

← 1 2 3 4 5 6 7 8 9 10 →