Cobalt(II)-catalyzed cross-coupling of polyfunctional aryl copper reagents with aryl bromides and chlorides

被引:79
作者
Korn, TJ [1 ]
Knochel, P [1 ]
机构
[1] Univ Munich, Dept Chem, D-81377 Munich, Germany
关键词
cobalt; cross-coupling; Grignard reagents; heterocycles; organocopper compounds;
D O I
10.1002/anie.200500099
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Polyfunctionalized biphenyl and heteroaromatic compounds were formed in the presence of [Co(acac)2], Bu4Nl, and 4-fluorostyrene (3) through a smooth cross-coupling reaction between organocopper reagents 1, prepared by the transmetalation of functionalized aryl magnesium halides with CuCN·2 LiCl, and aryl halides 2 that bear electron-withdrawing substituents. acac = acetylacetonate, DME = 1,2-dimethoxyethane, DMPU = 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone. © 2005 Wilex-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2947 / 2951
页数:5
相关论文
共 91 条
  • [11] Cahiez G, 1998, SYNTHESIS-STUTTGART, P1199
  • [12] Highly chemo- and stereoselective Fe-catalyzed alkenylation of organomanganese reagents
    Cahiez, G
    Marquais, S
    [J]. TETRAHEDRON LETTERS, 1996, 37 (11) : 1773 - 1776
  • [13] Cu-catalyzed alkylation and Fe-catalyzed alkenylation of organomanganese reagents
    Cahiez, G
    Marquais, S
    [J]. PURE AND APPLIED CHEMISTRY, 1996, 68 (01) : 53 - 60
  • [14] Cobalt-catalyzed alkenylation of organomagnesium reagents
    Cahiez, G
    Avedissian, H
    [J]. TETRAHEDRON LETTERS, 1998, 39 (34) : 6159 - 6162
  • [15] The first general method for palladium-catalyzed Negishi cross-coupling of aryl and vinyl chlorides:: Use of commercially available Pd(P(t-BU)3)2 as a catalyst
    Dai, CY
    Fu, GC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (12) : 2719 - 2724
  • [16] De Meijere A., 2004, Metal-Catalyzed Cross-Coupling Reactions
  • [17] Dohle W, 2001, SYNLETT, P1901
  • [18] Iron catalyzed hydrodebromination of 2-aryl-1,1-dibromo-1-alkenes
    Fakhfakh, MA
    Franck, X
    Hocquemiller, R
    Figadère, B
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 624 (1-2) : 131 - 135
  • [19] FINANDANESE V, 1984, TETRAHEDRON LETT, V25, P4805
  • [20] Comparison of palladium carbene and palladium phosphine catalysts for catalytic coupling reactions of aryl halides
    Frisch, AC
    Zapf, A
    Briel, O
    Kayser, B
    Shaikh, N
    Beller, M
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 214 (02) : 231 - 239