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
  • [41] Potassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters
    Delaney, Connor P.
    Kassel, Vincent M.
    Denmark, Scott E.
    ACS CATALYSIS, 2020, 10 (01): : 73 - 80
  • [42] Scope of the Suzuki-Miyaura Cross-Coupling Reaction of Potassium Trifluoroboratoketohomoenolates
    Molander, Gary A.
    Jean-Gerard, Ludivine
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (03) : 1297 - 1303
  • [43] Research Progress of Suzuki-Miyaura Cross-Coupling Reaction Mechanism
    Zhang, Lei
    Yang, Chen
    Guo, Xuefeng
    Mo, Fanyang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (09) : 3492 - 3510
  • [44] Recent Progress in the Suzuki-Miyaura Cross-Coupling Reactions in Water
    Xu, Peng
    Duan, Xinhong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (12) : 3315 - 3327
  • [45] Copper(I)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling
    Chen, Yiding
    Willis, Michael C.
    CHEMICAL SCIENCE, 2017, 8 (04) : 3249 - 3253
  • [46] Suzuki-Miyaura cross-coupling optimization enabled by automated feedback
    Reizman, Brandon J.
    Wang, Yi-Ming
    Buchwald, Stephen L.
    Jensen, Klavs F.
    REACTION CHEMISTRY & ENGINEERING, 2016, 1 (06): : 658 - 666
  • [47] Efficient Suzuki-Miyaura coupling reactions between lithium alkynyltrimethylborates and aryl chlorides
    Torres, GH
    Choppin, S
    Colobert, F
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (06) : 1450 - 1454
  • [48] Suzuki-Miyaura cross-coupling of aryl and alkyl halides using palladium/imidazolium salt protocols
    Arentsen, K
    Caddick, S
    Geoffrey, F
    Cloke, N
    Herring, AP
    Hitchcock, PB
    TETRAHEDRON LETTERS, 2004, 45 (17) : 3511 - 3515
  • [49] Palladium(0)-catalyzed Suzuki-Miyaura cross-coupling reactions of potassium aryl- and heteroaryltrifluoroborates with alkenyl bromides
    Molander, Gary A.
    Fumagalli, Tiziano
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (15) : 5743 - 5747
  • [50] Nickel-catalysed Suzuki-Miyaura cross-coupling reactions of aryl halides with arylboronic acids in ionic liquids
    Wang, Man
    Yuan, Xiaobin
    Li, Hongyu
    Ren, Limin
    Sun, Zhizhong
    Hou, Yanjun
    Chu, Wenyi
    CATALYSIS COMMUNICATIONS, 2015, 58 : 154 - 157
12345