Recyclable Catalysts for Palladium-Catalyzed C-O Coupling Reactions, Buchwald-Hartwig Aminations, and Sonogashira Reactions

被引:97
作者
Dumrath, Andreas [1 ]
Wu, Xiao-Feng [1 ]
Neumann, Helfried [1 ]
Spannenberg, Anke [1 ]
Jackstell, Ralf [1 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse, D-18059 Rostock, Germany
关键词
catalyst recycling; hydroxylation; palladium; phosphanes; Sonogashira reaction; N-HETEROCYCLIC CARBENES; LIGAND-FREE PALLADIUM; SUZUKI-MIYAURA; ARYL HALIDES; REDUCTIVE ELIMINATION; CARBONYLATION REACTIONS; PHOSPHINE-LIGANDS; HECK REACTIONS; IONIC LIQUIDS; BOND;
D O I
10.1002/anie.201001787
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Simply reuse: Homogeneous palladium catalysts are effective and attractive tools for advanced organic synthesis (see example). Compound 1 belongs to a new class of ligands that enable recycling of the precious-metal catalyst directly from the reaction without any heterogenization. © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:8988 / 8992
页数:5
相关论文
共 97 条
  • [1] Use of "homeopathic" ligand-free palladium as catalyst for aryl-aryl coupling reactions
    Alimardanov, A
    de Vondervoort, LSV
    de Vries, AHM
    de Vries, JG
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) : 1812 - 1817
  • [2] Non-conventional methodologies for transition-metal catalysed carbon-carbon coupling: a critical overview. Part 2: The Suzuki reaction
    Alonso, Francisco
    Beletskaya, Irina P.
    Yus, Miguel
    [J]. TETRAHEDRON, 2008, 64 (14) : 3047 - 3101
  • [3] Anderson K.W., 2005, ANGEW CHEMIE, V117, P6329, DOI DOI 10.1002/ANGE.200502017
  • [4] General catalysts for the Suzuki-Miyaura and Sonogashira coupling reactions of aryl chlorides and for the coupling of challenging substrate combinations in water
    Anderson, KW
    Buchwald, SL
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (38) : 6173 - 6177
  • [5] Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure
    Barder, TE
    Walker, SD
    Martinelli, JR
    Buchwald, SL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) : 4685 - 4696
  • [6] Palladacycles in catalysis - a critical survey
    Beletskaya, IP
    Cheprakov, AV
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (24) : 4055 - 4082
  • [7] First palladium-catalyzed Heck reactions with efficient colloidal catalyst systems
    Beller, M
    Fischer, H
    Kuhlein, K
    Reisinger, CP
    Herrmann, WA
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 520 (1-2) : 257 - 259
  • [8] Billingsley K.L., 2008, Angew. Chem, V120, P4773
  • [9] A general and efficient method for the Suzuki-Miyaura coupling of 2-pyridyl nucleophiles
    Billingsley, Kelvin L.
    Buchwald, Stephen L.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (25) : 4695 - 4698
  • [10] Palladium-Catalyzed Carbonylation Reactions of Alkenes and Alkynes
    Brennfuehrer, Anne
    Neumann, Helfried
    Beller, Matthias
    [J]. CHEMCATCHEM, 2009, 1 (01) : 28 - 41