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
  • [31] 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
  • [32] A general catalyst for Suzuki-Miyaura and Sonogashira reactions of aryl and heteroaryl chlorides in water
    Peng, Hui
    Chen, Ya-Qin
    Mao, Shu-Lan
    Pi, Yun-Xiao
    Chen, You
    Lian, Ze-Yu
    Meng, Tong
    Liu, Sheng-Hua
    Yu, Guang-Ao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (35) : 6944 - 6952
  • [33] Suzuki-Miyaura cross-coupling of potassium trifluoroboratohomoenolates
    Molander, Gary A.
    Petrillo, Daniel E.
    ORGANIC LETTERS, 2008, 10 (09) : 1795 - 1798
  • [34] Devising Boron Reagents for Orthogonal Functionalization through Suzuki-Miyaura Cross-Coupling
    Tobisu, Mamoru
    Chatani, Naoto
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (20) : 3565 - 3568
  • [35] Efficient Nickel Precatalysts for Suzuki-Miyaura Cross-Coupling of Aryl Chlorides and Arylboronic Acids Under Mild Conditions
    John, Morgan E.
    Nutt, Michael J.
    Offer, Josephine E.
    Duczynski, Jeremy A.
    Yamazaki, Ken
    Miura, Tomoya
    Moggach, Stephen A.
    Koutsantonis, George A.
    Dorta, Reto
    Stewart, Scott G.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025,
  • [36] Recent Applications of the Suzuki-Miyaura Cross-coupling to Complex Polycyclic Ether Synthesis
    Fuwa, Haruhiko
    Ebine, Makoto
    Sasaki, Makoto
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2011, 69 (11) : 1251 - 1262
  • [37] Suzuki-Miyaura Cross-Coupling of Aryl Carbamates and Sulfamates: Experimental and Computational Studies
    Quasdorf, Kyle W.
    Antoft-Finch, Aurora
    Liu, Peng
    Silberstein, Amanda L.
    Komaromi, Anna
    Blackburn, Tom
    Ramgren, Stephen D.
    Houk, K. N.
    Snieckus, Victor
    Garg, Neil K.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (16) : 6352 - 6363
  • [38] Microwave-Promoted Suzuki-Miyaura Cross-Coupling of Aryl Imidazolylsulfonates in Water
    Civicos, Jose F.
    Alonso, Diego A.
    Najera, Carmen
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (14-15) : 2771 - 2776
  • [39] Ferrocenylmethylphosphines as ligands for room temperature Ni(0)-catalyzed Suzuki-Miyaura cross-coupling reactions of aryl arenesulfonates and aryl chlorides
    Tang, ZY
    Spinella, S
    Hu, QS
    TETRAHEDRON LETTERS, 2006, 47 (14) : 2427 - 2430
  • [40] Suzuki-Miyaura cross-coupling reactions of aryl tellurides with potassium aryltrifluoroborate salts
    Cella, R
    Cunha, RLOR
    Reis, AES
    Pimenta, DC
    Klitzke, CF
    Stefani, HA
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (01): : 244 - 250
12345