Novel Pd-N-Heterocyclic Carbene Complexes: Design, Synthesis and Applyment in Buchwald-Hartwig Cross Coupling Reaction

被引：2
|
作者：
Wang, Fan [1 ]
Hu, Yucai [1 ]
Shen, An [1 ]
Cao, Yucai [1 ]
机构：
[1] Shanghai Res Inst Chem Ind, State Key Lab Polyolefins & Catalysis, Shanghai Key Lab Catalysis Technol Polyolefins, Shanghai 200062, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 37卷 / 08期
关键词：
N-heterocyclic carbene; palladium complexes; Buchwald-Hartwig cross coupling reaction; PALLADIUM-CATALYZED AMINATION; C-N; EFFICIENT CATALYST; ARYL CHLORIDES; NHC; TEMPERATURE; ANILINES; PROTOCOL; LIGANDS; HALIDES;
D O I：
10.6023/cjoc201610012
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
N-Heterocyclic carbene (NHC) palladium complexes with different imine ligands have been developed and applied in Buchwald-Hartwig cross coupling reaction. The structure of imine ligand would influence the catalytic activity apparently. Especially, the imine ligand with electron withdrawing group performed best. Low to 0.5 mol% catalyst loading could realize effective Buchwald-Hartwig cross coupling reaction between various aryl chlorides and amines.
引用
收藏
页码：2050 / 2056
页数：7
相关论文
共 53 条
  • [1] General and efficient indole syntheses based on catalytic amination reactions
    Ackermann, L
    [J]. ORGANIC LETTERS, 2005, 7 (03) : 439 - 442
  • [2] Oxime palladacycles:: Stable and efficient catalysts for carbon-carbon coupling reactions
    Alonso, DA
    Nájera, C
    Pacheco, MC
    [J]. ORGANIC LETTERS, 2000, 2 (13) : 1823 - 1826
  • [3] Synthesis of tetra-ortho-substituted, phosphorus-containing and carbonyl-containing biaryls utilizing a diels-alder approach
    Ashburn, Bradley O.
    Carter, Rich G.
    Zakharov, Lev N.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (29) : 9109 - 9116
  • [4] [Pd(IPr*OMe)(cin)Cl] (cin = Cinnamyl): A Versatile Catalyst for C-N and C-C Bond Formation
    Bastug, Gulluzar
    Nolan, Steven P.
    [J]. ORGANOMETALLICS, 2014, 33 (05) : 1253 - 1258
  • [5] A new class of easily activated palladium precatalysts for facile C-N cross-coupling reactions and the low temperature oxidative addition of aryl chlorides
    Biscoe, Mark R.
    Fors, Brett P.
    Buchwald, Stephen L.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (21) : 6686 - +
  • [6] Discovery and optimization of a series of carbazole ureas as NPY5 antagonists for the treatment of obesity
    Block, MH
    Boyer, S
    Brailsford, W
    Brittain, DR
    Carroll, D
    Chapman, S
    Clarke, DS
    Donald, CS
    Foote, KM
    Godfrey, L
    Ladner, A
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (16) : 3509 - 3523
  • [7] Chemicals from Alkynes with Palladium Catalysts
    Chinchilla, Rafael
    Najera, Carmen
    [J]. CHEMICAL REVIEWS, 2014, 114 (03) : 1783 - 1826
  • [8] Monoligated palladium species as catalysts in cross-coupling reactions
    Christmann, U
    Vilar, R
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (03) : 366 - 374
  • [9] Water-mediated catalyst preactivation: An efficient protocol for C-N cross-coupling reactions
    Fors, Brett P.
    Krattiger, Philipp
    Strieter, Eric
    Buchwald, Stephen L.
    [J]. ORGANIC LETTERS, 2008, 10 (16) : 3505 - 3508
  • [10] Unique copper-salen complex: an efficient catalyst for N-arylations of anilines and imidazoles at room temperature
    Gogoi, Ankur
    Sarmah, Gayatri
    Dewan, Anindita
    Bora, Utpal
    [J]. TETRAHEDRON LETTERS, 2014, 55 (01) : 31 - 35
123456