Ether-lmidazolium Carbenes for Suzuki-Miyaura Cross-Coupling of Heteroaryl Chlorides with Aryl/Heteroarylboron Reagents

被引：39
|
作者：
Kuriyama, Masami [1 ]
Matsuo, Seira [1 ]
Shinozawa, Mina [1 ]
Onomura, Osamu [1 ]
机构：
[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 11期
关键词：
ORTHO-SUBSTITUTED BIARYLS; ARYL CHLORIDES; PALLADIUM PRECATALYST; GENERAL-METHOD; BORONIC ACIDS; COMPLEXES; CATALYSTS; LIGANDS; NHC; ROBUST;
D O I：
10.1021/ol4010189
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Easily accessible and handled ether-imidazolium chlorides were developed as ligand precursors. The coupling reactions of heteroaryl chlorides with aryl/heteroarylboronic acids and esters were catalyzed by the palladium/ether-imidazolium chloride system with high substrate tolerance to give various heterobiaryls in good to excellent yields.
引用
收藏
页码：2716 / 2719
页数：4
相关论文
共 50 条
  • [11] Suzuki-Miyaura cross-coupling of aryl chlorides in water using ligandless palladium on activated carbon
    Lysén, M
    Köhler, K
    SYNLETT, 2005, (11) : 1671 - 1674
  • [12] A Highly Active Catalyst System for Suzuki-Miyaura Coupling of Aryl Chlorides
    Liu, Guiyan
    Han, Fangwai
    Liu, Chengxin
    Wu, Hongli
    Zeng, Yongfei
    Zhu, Rongjiao
    Yu, Xia
    Rao, Shuang
    Huang, Genping
    Wang, Jianhui
    ORGANOMETALLICS, 2019, 38 (07) : 1459 - 1467
  • [13] Room-Temperature Suzuki-Miyaura Coupling of Heteroaryl Chlorides and Tosylates
    Yang, Junfeng
    Liu, Sijia
    Zheng, Jian-Feng
    Zhou, Jianrong
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (31) : 6248 - 6259
  • [14] Heteroaryl-Heteroaryl, Suzuki-Miyaura, Anhydrous Cross-Coupling Reactions Enabled by Trimethyl Borate
    Kassel, Vincent M.
    Hanneman, Christopher M.
    Delaney, Connor P.
    Denmark, Scott E.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (34) : 13845 - 13853
  • [15] A highly active catalyst for Suzuki-Miyaura cross-coupling reactions of heteroaryl compounds
    Billingsley, Kelvin L.
    Anderson, Kevin W.
    Buchwald, Stephen L.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (21) : 3484 - 3488
  • [16] Application of Biaryl Phosphacycles in Palladium-Catalysed Suzuki-Miyaura Cross-Coupling Reactions of Aryl Chlorides
    Lamola, Jairus L.
    Moshapo, Paseka T.
    Holzapfel, Cedric W.
    Maumela, Munaka Christopher
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2024, 27 (17)
  • [17] Monooxychlorophosphine as a novel and efficient ligand for palladium-catalyzed suzuki-miyaura cross-coupling of aryl chlorides
    Mai, Wenpeng
    Lv, Guanghua
    Gao, Lianxun
    SYNLETT, 2007, (14) : 2247 - 2251
  • [18] A novel P,O-type phosphorinane ligand for the Suzuki-Miyaura cross-coupling of aryl chlorides
    Ullah, Ehsan
    McNulty, James
    Robertson, Al
    TETRAHEDRON LETTERS, 2009, 50 (40) : 5599 - 5601
  • [19] Heteroaryl-Heteroaryl Suzuki-Miyaura Cross-Coupling Enabled by Large-but-Flexible Dibenzobarrelene-Derived Pd-NHC Precatalysts
    Guo, Mia
    Zhang, Yu
    Zhang, Meng-Jiao
    Li, Tian
    Wu, Jia-Yi
    Liu, Feng-Shou
    ORGANOMETALLICS, 2023, 42 (15) : 2028 - 2037
  • [20] Nanocrystalline Titania-Supported Palladium(0) Nanoparticles for Suzuki-Miyaura Cross-Coupling of Aryl and Heteroaryl Halides
    Sreedhar, B.
    Yada, Divya
    Reddy, P. Surendra
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (14-15) : 2823 - 2836
12345