Copper-catalyzed conversion of aryl and heteroaryl bromides into the corresponding iodide

被引:11
|
作者
Feng, Xiujuan [1 ]
Li, Lingyu [1 ]
Yu, Xiaoqiang [1 ]
Yamamoto, Yoshinori [1 ,2 ]
Bao, Ming [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116023, Peoples R China
[2] Tohoku Univ, WPI AIMR, Sendai, Miyagi 9808577, Japan
基金
中国国家自然科学基金;
关键词
Bromides; Iodides; Copper catalyst; Conversion; AROMATIC FINKELSTEIN REACTION; HALOGEN EXCHANGE; COUPLING REACTIONS; POTASSIUM-IODIDE; HALIDES; METAL; SUBSTITUTION; CHLORIDES;
D O I
10.1016/j.cattod.2016.01.050
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient method for the synthesis of aryl and heteroaryl iodides is described in this study. The reactions of aryl and heteroaryl bromides with potassium iodide proceeded smoothly in the presence of a copper catalyst under mild reaction conditions to produce the corresponding iodides in satisfactory to excellent yields. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:129 / 132
页数:4
相关论文
共 50 条
  • [1] Copper-catalyzed conversion of aryl and heteroaryl bromides into the corresponding chlorides
    Feng, Xiujuan
    Qu, Yiping
    Han, Yanlei
    Yu, Xiaoqiang
    Bao, Ming
    Yamamoto, Yoshinori
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (76) : 9468 - 9470
  • [2] A Versatile Protocol for Copper-Catalyzed Cyanation of Aryl and Heteroaryl Bromides with Acetone Cyanohydrin
    Schareina, Thomas
    Zapf, Alexander
    Cotte, Alain
    Gotta, Matthias
    Beller, Matthias
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (05) : 777 - 780
  • [3] Copper-Catalyzed Cross-Coupling of Aryl- and Heteroaryltriethoxysilanes with Aryl and Heteroaryl Iodides and Bromides
    Gurung, Santosh K.
    Thapa, Surendra
    Shrestha, Bijay
    Giri, Ramesh
    [J]. SYNTHESIS-STUTTGART, 2014, 46 (14): : 1933 - 1937
  • [4] Ligandless Copper-Catalyzed Coupling of Heteroaryl Bromides with Gaseous Ammonia
    Fantasia, Serena
    Windisch, Johannes
    Scalone, Michelangelo
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (04) : 627 - 631
  • [5] Copper-Catalyzed Asymmetric Hydrogenation of Aryl and Heteroaryl Ketones
    Krabbe, Scott W.
    Hatcher, Mark A.
    Bowman, Roy K.
    Mitchell, Mark B.
    McClure, Michael S.
    Johnson, Jeffrey S.
    [J]. ORGANIC LETTERS, 2013, 15 (17) : 4560 - 4563
  • [6] Copper-catalyzed cross-coupling of aryl-, primary alkyl-, and secondary alkylboranes with heteroaryl bromides
    Bergmann, Allison M.
    Oldham, Adam M.
    You, Wei
    Brown, M. Kevin
    [J]. CHEMICAL COMMUNICATIONS, 2018, 54 (42) : 5381 - 5384
  • [7] Copper-Catalyzed α-Arylation of Nitroalkanes with (Hetero)aryl Bromides/Iodides
    Huang, Jianqiang
    Li, Taian
    Lu, Xiaobiao
    Ma, Dawei
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (07)
  • [8] ESTERS ARE EFFECTIVE COCATALYSTS IN COPPER-CATALYZED METHANOLYSIS OF ARYL BROMIDES
    CAPDEVIELLE, P
    MAUMY, M
    [J]. TETRAHEDRON LETTERS, 1993, 34 (06) : 1007 - 1010
  • [9] Copper-catalyzed fluorination of 2-pyridyl aryl bromides
    Mu, Xin
    Zhang, Hao
    Chen, Pinhong
    Liu, Guosheng
    [J]. CHEMICAL SCIENCE, 2014, 5 (01) : 275 - 280
  • [10] New ligands in copper-catalyzed amination of aryl bromides.
    Shafir, A
    Buchwald, SL
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U536 - U536