Rhodium(II) catalysed three-component coupling: a novel reaction of in situ generated iodonium ylides

被引:9
|
作者
Bonge, Hanne Therese [1 ]
Hansen, Tore [1 ]
机构
[1] Univ Oslo, Dept Chem, N-0315 Oslo, Norway
关键词
D O I
10.1016/j.tetlet.2007.11.021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclic ethers are cleaved in the presence of nitromethane, a base, a hypervalent iodine compound and a Rh(II) catalyst to give nitromethoxy acetates in up to 71% isolated yields. The reaction is a three-component coupling of an ether with a nitromethane derived carbenoid and a carboxylate group originating from the hypervalent iodine compound. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:57 / 61
页数:5
相关论文
共 50 条
  • [1] A gold(i)-catalysed three-component reaction via trapping oxonium ylides with allenamides
    Liu, Gengxin
    Yu, Sifan
    Hu, Wenhao
    Qiu, Huang
    CHEMICAL COMMUNICATIONS, 2019, 55 (84) : 12675 - 12678
  • [2] A rhodium-catalysed three-component reaction to access C1-substituted tetrahydroisoquinolines
    Zhang, Dan
    Liu, Junwen
    Kang, Zhenghui
    Qiu, Huang
    Hu, Wenhao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (46) : 9844 - 9848
  • [3] Iridium-Catalyzed Three-component Coupling Reaction of Carbon Dioxide, Amines, and Sulfoxonium Ylides
    Jiang, Huanfeng
    Zhang, Hao
    Xiong, Wenfang
    Qi, Chaorong
    Wu, Wanqing
    Wang, Lu
    Cheng, Ruixiang
    ORGANIC LETTERS, 2019, 21 (04) : 1125 - 1129
  • [4] An Ylide Transformation of Rhodium(I) Carbene: Enantioselective Three-Component Reaction through Trapping of Rhodium(I)-Associated Ammonium Ylides by β-Nitroacrylates
    Ma, Xiaochu
    Jiang, Jun
    Lv, Siying
    Yao, Wenfeng
    Yang, Yang
    Liu, Shunying
    Xia, Fei
    Hu, Wenhao
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (48) : 13136 - 13139
  • [5] In Situ-Generated Iodonium Ylides as Safe Carbene Precursors for the Chemoselective Intramolecular Buchner Reaction
    Mo, Shanyan
    Li, Xinhao
    Xu, Jiaxi
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (19): : 9186 - 9195
  • [6] Three-component coupling to create novel nanocomposites
    Chauhan, Bhanu
    Longia, Gurjeet
    Johnson, Qiaxian
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
  • [7] Efficient synthesis of highly functionalized tetrahydropyridopyrimidines by a novel three-component coupling reaction
    Raheem, Izzat T.
    Schreier, John D.
    Breslin, Michael J.
    TETRAHEDRON LETTERS, 2011, 52 (30) : 3849 - 3852
  • [8] An expeditious synthesis of lasofoxifene and nafoxidine via the novel three-component coupling reaction
    Sano, Yoshiyuki
    Nakata, Kenya
    Otoyama, Takafumi
    Umeda, Sei
    Shiina, Isamu
    CHEMISTRY LETTERS, 2007, 36 (01) : 40 - 41
  • [9] A novel three-component coupling reaction of aryne, C = N derivatives, and acrylonitrile
    Wu, Yangang
    Cai, Wenbo
    Yu, Lulu
    Chang, Junbiao
    Song, Chuanjun
    ORGANIC CHEMISTRY FRONTIERS, 2023, 11 (01): : 89 - 93
  • [10] A Base-Catalysed One-Pot Three-Component Coupling Reaction Leading to Nitrosubstituted Pyrroles
    Baxendale, Ian R.
    Buckle, Christopher D.
    Ley, Steven V.
    Tamborini, Lucia
    SYNTHESIS-STUTTGART, 2009, (09): : 1485 - 1493