Efficient coupling of heteroaryl halides with arylboronic acids in the presence of a palladium-tetraphosphine catalyst

被引:71
|
作者
Feuerstein, M [1 ]
Doucet, H [1 ]
Santelli, M [1 ]
机构
[1] Fac Sci & Tech St Jerome, CNRS, Organ Synth Lab, F-13397 Marseille, France
关键词
tetraphosphine; palladium; suzuki-coupling; arylboronic acids; heteroaryl halides;
D O I
10.1016/j.jorganchem.2003.07.005
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane: 1/2[PdCl(C3H5)](2) system catalyses the Suzuki cross-coupling of heteroaryl halides with a range of arylboronic acids with very high ratio substrate/catalyst in good yields. Substrates such as pyridines, quinolines, thiophenes, an indole, pyrimidines or a furane have been used successfully. (C) 2003 Elsevier B.V. All rights reserved.
引用
收藏
页码:327 / 336
页数:10
相关论文
共 50 条
  • [1] Efficient coupling of heteroaryl bromides with arylboronic acids in the presence of a palladium-tetraphosphine catalyst
    Feuerstein, M
    Doucet, H
    Santelli, M
    TETRAHEDRON LETTERS, 2001, 42 (33) : 5659 - 5662
  • [2] Heck reaction with heteroaryl halides in the presence of a palladium-tetraphosphine catalyst
    Berthiol, F
    Feuerstein, M
    Doucet, H
    Santelli, M
    TETRAHEDRON LETTERS, 2002, 43 (32) : 5625 - 5628
  • [3] Palladium-tetraphosphine complex: an efficient catalyst for the coupling of aryl halides with alkynes
    Feuerstein, M
    Berthiol, F
    Doucet, H
    Santelli, M
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (13) : 2235 - 2237
  • [4] Suzuki coupling reactions of heteroarylboronic acids with aryl halides and arylboronic acids with heteroaryl bromides using a tetraphosphine/palladium catalyst
    Kondolff, I
    Doucet, H
    Santelli, M
    SYNLETT, 2005, (13) : 2057 - 2061
  • [5] Suzuki cross-coupling reaction of benzylic halides with arylboronic acids in the presence of a tetraphosphine/palladium catalyst
    Chahen, L
    Doucet, H
    Santelli, M
    SYNLETT, 2003, (11) : 1668 - 1672
  • [6] Reaction of aryl di-, tri-, or tetrabromides with arylboronic acids or alkenes in the presence of a palladium-tetraphosphine catalyst
    Berthiol, F
    Kondolff, I
    Doucet, H
    Santelli, M
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (17) : 2786 - 2798
  • [7] Sonogashira cross-coupling reactions with heteroaryl halides in the presence of a tetraphosphine-palladium catalyst
    Feuerstein, M
    Doucet, H
    Santelli, M
    TETRAHEDRON LETTERS, 2005, 46 (10) : 1717 - 1720
  • [8] Sonogashira reaction of heteroaryl halides with alkynes catalysed by a palladium-tetraphosphine complex
    Feuerstein, Marie
    Doucet, Henri
    Santelli, Maurice
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 256 (1-2) : 75 - 84
  • [9] Palladium-tetraphosphine catalysed cross coupling of aryl bromides with arylboronic acids: remarkable influence of the nature of the ligand
    Feuerstein, M
    Laurenti, D
    Bougeant, C
    Doucet, H
    Santelli, M
    CHEMICAL COMMUNICATIONS, 2001, (04) : 325 - 326
  • [10] Palladium-tetraphosphine complex: An efficient catalyst for allylic substitution and Suzuki cross-coupling
    Feuerstein, M
    Laurenti, D
    Doucet, H
    Santelli, M
    SYNTHESIS-STUTTGART, 2001, (15): : 2320 - 2326