Fe(III)-catalyzed cross-coupling between functionalized arylmagnesium compounds and alkenyl halides

被引:0
|
作者
Dohle, W
Kopp, F
Cahiez, G
Knochel, P
机构
[1] Ecole Super Chim Organ & Minerale, Dept Chim, CNRS, F-95092 Cergy Pontoise, France
[2] Univ Munich, Dept Chem, D-81377 Munich, Germany
关键词
magnesium; iodine-magnesium exchange; iron(III)-catalysis; cross-coupling reaction;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized arylmagnesium reagents bearing an ester, cyano, nonaflate or trialkylsityloxy group undergo fast cross-coupling reactions with alkenyl iodides or bromides in the presence of catalytic amounts of Fe(acac)(3) (5 mol%) at -20 degreesC within 1 hour resulting in the formation of the desired cross-coupling products in satisfactory yields, Excellent yields can be achieved by performing the cross-coupling reaction on solid phase by generating the Grignard reagent on the resin.
引用
收藏
页码:1901 / 1904
页数:4
相关论文
共 50 条
  • [31] Cobalt-catalyzed cross-coupling reaction between functionalized primary and secondary alkyl halides and aliphatic Grignard reagents
    Cahiez, Gerard
    Chaboche, Christophe
    Duplais, Christophe
    Giulliani, Arianna
    Moyeux, Alban
    ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (10) : 1484 - 1488
  • [32] Visible-Light-Promoted Nickel-Catalyzed Cross-Coupling of Alkyltitanium Alkoxides with Aryl and Alkenyl Halides
    Leushukou, Andrei A. .
    Krech, Anastasiya V.
    Hurski, Alaksiej L.
    ORGANIC LETTERS, 2022, 24 (34) : 6277 - 6281
  • [33] PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF ALKENYLALKOXYSILANES WITH ARYL AND ALKENYL HALIDES IN THE PRESENCE OF A FLUORIDE-ION
    TAMAO, K
    KOBAYASHI, K
    ITO, Y
    TETRAHEDRON LETTERS, 1989, 30 (44) : 6051 - 6054
  • [34] Development of Fe(III)-containing ether-functionalized imidazolium ionic liquids for aryl Grignard cross-coupling of alkyl halides
    Wang LinLin
    Lu Bing
    Zhu AiDi
    Sun HongMei
    Shen Qi
    CHINESE SCIENCE BULLETIN, 2013, 58 (30): : 3624 - 3629
  • [35] Metalated Aziridines for Cross-Coupling with Aryl and Alkenyl Halides via Palladium Catalysis
    Nelson, John M.
    Vedejs, Edwin
    ORGANIC LETTERS, 2010, 12 (22) : 5085 - 5087
  • [36] Nickel-catalyzed direct electrochemical cross-coupling between aryl halides and activated alkyl halides
    Durandetti, M
    Nedelec, JY
    Perichon, J
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (05): : 1748 - 1755
  • [37] NEW TRIAD ALKYLATION REAGENT - CROSS-COUPLING OF INDIUM TRIALKYLS WITH ALKENYL HALIDES
    NOMURA, R
    MIYAZAKI, SI
    MATSUDA, H
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (07) : 2738 - 2740
  • [38] Electrochemical Reductive Cross-Coupling of Alkyl or Alkenyl Halides with gem-Difluoroalkenes
    Zhang, Hong
    Ye, Zenghui
    Tang, Jiyuan
    Wu, Yanqi
    Zhang, Xi
    Ma, Weiyuan
    Zhan, Zhajun
    Zhang, Fengzhi
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (11): : 7671 - 7679
  • [39] Palladium-catalysed cross-coupling reactions of triorganoindium reagents with alkenyl halides
    Riveiros, Ricardo
    Saya, Lucia
    Perez Sestelo, Jose
    Sarandeses, Luis A.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (11) : 1959 - 1966
  • [40] Palladium-catalyzed cross-coupling of cyclopropylboronic acids with alkenyl triflates
    Yao, ML
    Deng, MZ
    TETRAHEDRON LETTERS, 2000, 41 (47) : 9083 - 9087