Preparation of highly functionalized alkylzinc halides from alkyl bromides using Mg, ZnCl2 and LiCl

被引：43
作者：
Bluemke, Tobias D. [1 ]
Piller, Fabian M. [1 ]
Knochel, Paul [1 ]
机构：
[1] Univ Munich, Dept Chem, D-81377 Munich, Germany
来源：
CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 23期
基金：
欧洲研究理事会;
关键词：
CROSS-COUPLING REACTION; DIRECT INSERTION; ZINC; MAGNESIUM; REAGENTS; CHLORIDES; ARYLZINC; EXCHANGE; CATALYST;
D O I：
10.1039/c001845g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Alkyl bromides bearing various functional groups are smoothly converted to functionalized alkylzinc reagents by the direct insertion of magnesium in the presence of LiCl and ZnCl2.
引用
收藏
页码：4082 / 4084
页数：3
相关论文
共 20 条
  • [1] Cobalt-Catalyzed Cross-Coupling Between In Situ Prepared Arylzinc Halides and 2-Chloropyrimidine or 2-Chloropyrazine
    Begouin, Jeanne-Marie
    Gosmini, Corinne
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (08) : 3221 - 3224
  • [2] New chemical synthesis of functionalized arylzinc compounds from aromatic or thienyl bromides under mild conditions using a simple cobalt catalyst and zinc dust
    Fillon, H
    Gosmini, C
    Périchon, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (13) : 3867 - 3870
  • [3] Grignard reagents:: Alkoxide-directed iodine-magnesium exchange at Sp3 Centers
    Fleming, Fraser F.
    Gudipati, Subrahmanyarn
    Vu, Viet Anh
    Mycka, Robert J.
    Knochel, Paul
    [J]. ORGANIC LETTERS, 2007, 9 (22) : 4507 - 4509
  • [4] Cobalt-catalyzed cross-coupling reactions
    Gosmini, Corinne
    Begouin, Jeanne-Marie
    Moncomble, Aurelien
    [J]. CHEMICAL COMMUNICATIONS, 2008, (28) : 3221 - 3233
  • [5] The reaction of active zinc with organic bromides
    Guijarro, A
    Rosenberg, DM
    Rieke, RD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (17) : 4155 - 4167
  • [6] Negishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides
    Han, Chong
    Buchwald, Stephen L.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (22) : 7532 - +
  • [7] Knochel P, 2005, HANDBOOK OF FUNCTIONALIZED ORGANOMETALLICS: APPLICATIONS IN SYNTHESIS, P1, DOI 10.1002/9783527619467
  • [8] SYNTHESIS AND REACTIVITY TOWARD ACYL CHLORIDES AND ENONES OF THE NEW HIGHLY FUNCTIONALIZED COPPER REAGENTS RCU(CN)ZNI
    KNOCHEL, P
    YEH, MCP
    BERK, SC
    TALBERT, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (10) : 2390 - 2392
  • [9] KNOCHEL P, 2001, ORGANIC REACTIONS
  • [10] Convenient titration method for organometallic zinc, magnesium, and lanthanide reagents
    Krasovskiy, A
    Knochel, P
    [J]. SYNTHESIS-STUTTGART, 2006, (05): : 890 - 891
12