General and efficient methodology for the Suzuki-Miyaura reaction in technical grade 2-propanol

被引:50
|
作者
Navarro, O
Oonishi, Y
Kelly, RA
Stevens, ED
Briel, O
Nolan, SP [1 ]
机构
[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
[2] Umicore AG&Co KG, D-63403 Hanau, Germany
基金
美国国家科学基金会; 日本学术振兴会;
关键词
Suzuki-Miyaura reaction; palladium; catalysis; N-heterocyclic carbene;
D O I
10.1016/j.jorganchem.2004.04.001
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction. profile of a series of palladium-based catalysts was examined in the Suzuki-Miyaura reaction using technical grade 2-propanol as solvent and potassium t-butoxide as base. The results generally show high activity. The method allows for the coupling of electron-rich aryl chlorides with sterically hindered aryl boronic acids to produce tri-ortho-substituted biaryls in high yields using very mild conditions and short reaction times. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:3722 / 3727
页数:6
相关论文
共 50 条
  • [1] Isonitriles as efficient ligands in Suzuki-Miyaura reaction
    Villemin, Didier
    Jullien, Arnaud
    Bar, Nathalie
    TETRAHEDRON LETTERS, 2007, 48 (24) : 4191 - 4193
  • [2] A general and efficient method for the Suzuki-Miyaura coupling of 2-pyridyl nucleophiles
    Billingsley, Kelvin L.
    Buchwald, Stephen L.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (25) : 4695 - 4698
  • [3] In search of a universal Suzuki-Miyaura reaction
    Stanciu, Corneliu
    Berritt, Simon
    Dreher, Spencer D.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [4] Role of a base in Suzuki-Miyaura reaction
    Schmidt, A. F.
    Kurokhtina, A. A.
    Larina, E. V.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2011, 81 (07) : 1573 - 1574
  • [5] Role of a base in Suzuki-Miyaura reaction
    A. F. Schmidt
    A. A. Kurokhtina
    E. V. Larina
    Russian Journal of General Chemistry, 2011, 81
  • [6] Catalysts for Suzuki-Miyaura Coupling Reaction
    Len, Christophe
    CATALYSTS, 2020, 10 (01)
  • [7] A supramolecular variant of the Suzuki-Miyaura reaction
    Monnereau, Laure
    Semeril, David
    Matt, Dominique
    ACTUALITE CHIMIQUE, 2012, (359): : 8 - 12
  • [8] Oxygen-Promoted Suzuki-Miyaura Reaction for Efficient Construction of Biaryls
    Liu, Chun
    Li, Xinmin
    CHEMICAL RECORD, 2016, 16 (01): : 84 - 97
  • [9] An efficient palladium catalyst on bentonite for Suzuki-Miyaura reaction at room temperature
    Ding, Guodong
    Wang, Weitao
    Jiang, Tao
    Han, Buxing
    GREEN CHEMISTRY, 2013, 15 (12) : 3396 - 3403
  • [10] Efficient pyridylbenzamidine ligands for palladium-catalyzed Suzuki-Miyaura reaction
    Huang, Ying-Tang
    Tang, Xiao
    Yang, Yi
    Shen, Dong-Sheng
    Tan, Cheng
    Liu, Feng-Shou
    APPLIED ORGANOMETALLIC CHEMISTRY, 2012, 26 (12) : 701 - 706