Preparation of vinylsilanes through the reaction of polyhalides with α-halogen substituted allylsilanes catalyzed by copper(I) chloride

被引：8
|
作者：
Mitani, M [1 ]
Masuda, M [1 ]
Inoue, A [1 ]
机构：
[1] Shinshu Univ, Fac Engn, Dept Chem & Mat Engn, Wakasato, Nagano 3808553, Japan
来源：
SYNLETT | 2004年 / 07期
关键词：
addition reaction; silicon; copper catalysis; dehalogenation; carbon-carbon double bond;
D O I：
10.1055/s-2004-825579
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
(1-Halo-2-propenyl)trimethylsilanes underwent the addition of polyhalides or alpha-haloesters under catalysis by the copper(l) ethanolamine or N,N,N',N'-tetramethylethylenediamine complex to bring about vinylsilane derivatives through dehalogenation accompanying the migration of the carbon-carbon double bond.
引用
收藏
页码：1227 / 1230
页数：4
相关论文
共 50 条
  • [21] COPPER CHLORIDE-ETHANOLAMINE-CATALYZED ADDITION OF POLYHALOALKANES TO SUBSTITUTED OLEFINS
    BURTON, DJ
    KEHOE, LJ
    JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (18): : 2596 - &
  • [22] THE POLYMERIZATION OF BENZENE CATALYZED BY A COPPER(I) CHLORIDE ALUMINIUM CHLORIDE OXYGEN SYSTEM
    TOSHIMA, N
    KANAKA, K
    KOSHIRAI, A
    HIRAI, H
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (07) : 2551 - 2557
  • [23] Copper-catalyzed halogen exchange in aryl halides: An aromatic Finkelstein reaction
    Klapars, A
    Buchwald, SL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (50) : 14844 - 14845
  • [24] Labile Copper (I) Chloride Complexes: Preparation and Handling
    Hakansson, M
    Niezgoda, S
    Darensbourg, D
    INORGANIC SYNTHESES, VOL 32, 1998, 32 : 222 - 228
  • [25] Synthesis of cyano-substituted γ-lactams through a copper-catalyzed cascade cyclization/cyanation reaction
    Liu, Wen
    Wang, Liang
    Mu, Haiping
    Zhang, Qian
    Fang, Zeguo
    Li, Dong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (06) : 1168 - 1171
  • [26] Mechanistic Studies of Copper(I)-Catalyzed 1,3-Halogen Migration
    Van Hoveln, Ryan
    Hudson, Brandi M.
    Wedler, Henry B.
    Bates, Desiree M.
    Le Gros, Gabriel
    Tantillo, Dean J.
    Schomaker, Jennifer M.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (16) : 5346 - 5354
  • [27] Preparation of 1,2-substituted benzimidazoles via a copper-catalyzed three component coupling reaction
    Yang, Weiguang
    Zhao, Yu
    Zhou, Zitong
    Li, Li
    Cui, Liao
    Luo, Hui
    RSC ADVANCES, 2021, 11 (15) : 8701 - 8707
  • [28] Asymmetric Synthesis of α,β-Unsaturated δ-Lactones through Copper(I)-Catalyzed Direct Vinylogous Aldol Reaction
    Zhang, Hai-Jun
    Yin, Liang
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (38) : 12270 - 12279
  • [29] Stereospecific Synthesis of Cyclobutylboronates through Copper(I)-Catalyzed Reaction of Homoallylic Sulfonates and a Diboron Derivative
    Ito, Hajime
    Toyoda, Takashi
    Sawamura, Masaya
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (17) : 5990 - +
  • [30] COPPER(I) CATALYZED REPLACEMENT OF BROMINE BY CHLORIDE-ION IN HALONITROBENZENES .3. FLUORINE AND ALKYL SUBSTITUTED BROMONITROBENZENES
    LIEDHOLM, B
    ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1976, 30 (02): : 141 - 149
12345