Application of ortho-palladated homoveratrylamine complex containing mixed phosphorus-nitrogen donors in the Suzuki reaction

被引：4
作者：
Hajipour, Abdol R. [1 ,2 ]
Rahimi, Hannaneh [1 ]
Rafiee, Fatemeh [1 ]
机构：
[1] Univ Technol, Dept Chem, Pharmaceut Res Lab, Esfahan 84156, Iran
[2] Univ Wisconsin, Sch Med, Dept Pharmacol, Madison, WI 53706 USA
来源：
APPLIED ORGANOMETALLIC CHEMISTRY | 2012年 / 26卷 / 09期
关键词：
Suzuki reaction; catalyst; ortho-palladated complex; triphenylphosphine; CROSS-COUPLING REACTION; MICROWAVE IRRADIATION; EFFICIENT CATALYST; ORTHOPALLADATE COMPLEX; HECK REACTIONS; ARYL HALIDES; TRIBENZYLAMINE; CYANATION; ARYLATION; LIQUID;
D O I：
10.1002/aoc.2882
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The catalytic activity of [Pd{C6H2(CH2CH2NH2)-(OMe)2,3,4}Br(PPh3)] monomeric ortho-palladated complex of homoveratrylamine and triphenylphosphine was investigated in the Suzuki cross-coupling reaction of various aryl halides with aryl boronic acids. The substituted biaryls were produced in excellent yields using a catalytic amount of this complex in ethanol at 60 degrees C. Copyright (C) 2012 John Wiley & Sons, Ltd.
引用
收藏
页码：467 / 470
页数：4
相关论文
共 39 条
  • [1] Microwave-assisted Suzuki coupling on a KF-alumina surface: synthesis of polyaryls
    Basu, B
    Das, P
    Bhuiyan, MMH
    Jha, S
    [J]. TETRAHEDRON LETTERS, 2003, 44 (19) : 3817 - 3820
  • [2] Catalytic intermolecular ortho-arylation of phenols
    Bedford, RB
    Limmert, ME
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (22) : 8669 - 8682
  • [3] Intramolecular direct arylation in the synthesis of fluorinated carbazoles
    Bedford, Robin B.
    Betham, Michael
    Charmant, Jonathan P. H.
    Weeks, Amanda L.
    [J]. TETRAHEDRON, 2008, 64 (26) : 6038 - 6050
  • [4] Palladacyclic and platinacyclic catalysts for the allylation of aldehydes
    Bedford, Robin B.
    Pilarski, Lukasz T.
    [J]. TETRAHEDRON LETTERS, 2008, 49 (27) : 4216 - 4219
  • [5] Total synthesis of the antimalarial naphthylisoquinoline alkaloid 5-epi-4′-O-demethylancistrobertsonine C by asymmetric Suzuki cross-coupling
    Bringmann, Gerhard
    Ruedenauer, Stefan
    Bruhn, Torsten
    Benson, Lauren
    Brun, Reto
    [J]. TETRAHEDRON, 2008, 64 (23) : 5563 - 5568
  • [6] Monomeric and dimeric ortho-metallated palladium(II)-imine systems as liquid crystals
    Buey, J
    Espinet, P
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 507 (1-2) : 137 - 145
  • [7] Dunina VV, 2004, USP KHIM+, V73, P339
  • [8] Efficient syntheses of KDR kinase inhibitors using a Pd-catalyzed tandem C-N/Suzuki coupling as the key step
    Fang, Yuan-Qing
    Karisch, Robert
    Lautens, Mark
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (04) : 1341 - 1346
  • [9] An efficient Stille cross-coupling reaction catalyzed by ortho-palladated complex of tribenzylamine under microwave irradiation
    Hajipour, Abdol R.
    Karami, Kazem
    Rafiee, Fatemeh
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2012, 26 (01) : 27 - 31
  • [10] Accelerated Heck reaction using ortho-palladated complex in a nonaqueous ionic liquid with controlled microwave heating
    Hajipour, Abdol R.
    Rafiee, Fatemeh
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2011, 25 (07) : 542 - 551
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