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
  • [41] Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Halides with Aryl Halides
    Zhang, Qingchen
    Wang, Xuan
    Qian, Qun
    Gong, Hegui
    SYNTHESIS-STUTTGART, 2016, 48 (17): : 2829 - 2836
  • [42] Iron-catalyzed cross-coupling reactions between a bicyclic alkenyl triflate and Grignard reagents
    Le Marquand, Paul
    Tsui, Gavin C.
    Whitney, John C. C.
    Tam, William
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (19): : 7829 - 7832
  • [43] Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Alkyl Halides
    Weix, D. J.
    Everson, D. A.
    Shrestha, R.
    SYNLETT, 2010, (08) : A45 - A46
  • [44] Iron-catalyzed cross-coupling of alkenyl sulfides with Grignard reagents
    Itami, K
    Higashi, S
    Mineno, M
    Yoshida, J
    ORGANIC LETTERS, 2005, 7 (07) : 1219 - 1222
  • [45] Nickel Catalyzed Cross-Coupling of Aryl and Alkenyl Triflates with Alkyl Thiols
    Oechsner, Regina M.
    Lindenmaier, Ivo H.
    Fleischer, Ivana
    ORGANIC LETTERS, 2023, 25 (10) : 1655 - 1660
  • [46] Nickel-catalyzed reductive cross-coupling of aryl halides with alkyl halides
    Everson, Daniel A.
    Weix, Daniel J.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [47] Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Alkyl Halides
    Everson, Daniel A.
    Shrestha, Ruja
    Weix, Daniel J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (03) : 920 - +
  • [48] Cobalt-Catalyzed Reductive Cross-Coupling Between Benzyl Chlorides and Aryl Halides
    Pal, Suman
    Chowdhury, Sushobhan
    Rozwadowski, Elodie
    Auffrant, Audrey
    Gosmini, Corinne
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (15) : 2431 - 2435
  • [49] Cobalt-Catalyzed Cross-Coupling of Organozinc Halides with Bromoalkynes
    Corpet, Martin
    Bai, Xian-Zhou
    Gosmini, Corinne
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (14-15) : 2937 - 2942
  • [50] Theoretical study on Copper(I)-catalyzed cross-coupling between aryl halides and amides
    Zhang, Song-Lin
    Liu, Lei
    Fu, Yao
    Guo, Qing-Xiang
    ORGANOMETALLICS, 2007, 26 (18) : 4546 - 4554