Palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of potassium 2-pyridyl trifluoroborate with aryl (heteroaryl) halides

被引:33
|
作者
Ren, Wei [1 ,2 ]
Li, Jingya [2 ]
Zou, Dapeng [1 ,2 ]
Wu, Yangjie [1 ]
Wu, Yusheng [2 ,3 ]
机构
[1] Zhengzhou Univ, Dept Chem, Key Lab Chem Biol & Organ Chem Henan Prov, Zhengzhou 450052, Henan, Peoples R China
[2] Tetranov Biopharm LLC, Zhengzhou 450052, Henan, Peoples R China
[3] Tetranov Int Inc, New Brunswick, NJ 08901 USA
基金
中国国家自然科学基金;
关键词
Palladium-catalyzed; Suzuki-Miyaura cross-coupling reaction; Potassium 2-pyridyl trifluoroborate; Aryl (heteroaryl) halides; ACIDS; COMPLEXES; ESTERS;
D O I
10.1016/j.tet.2011.12.036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of potassium pyridine-2-trifluoroborates and various aryl (heteroaryl) halides can generate the corresponding desired coupling products with moderate to good yields. It can be carried out under the conditions with ethanol as solvent, Pd(OAc)(2) and SPhos as catalyst system and Na2CO3 as a base. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1351 / 1358
页数:8
相关论文
共 50 条
  • [21] Palladium-Catalyzed Synthesis of Heterocycle-Containing Diarylmethanes through Suzuki-Miyaura Cross-Coupling
    Kuriyama, Masami
    Shinozawa, Mina
    Hamaguchi, Norihisa
    Matsuo, Seira
    Onomura, Osamu
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (12) : 5921 - 5928
  • [22] Aryl and heteroaryl nosylates as stable and cheap partners for Suzuki-Miyaura cross-coupling reactions
    Dikova, Anna
    Cheval, Nicolas P.
    Blanc, Aurelien
    Weibel, Jean-Marc
    Pale, Patrick
    TETRAHEDRON, 2016, 72 (16) : 1960 - 1968
  • [23] D-Glucosamine as a Green Ligand for Palladium-Catalyzed Cross-Coupling of Aryl and Heteroaryl Halides
    Jha, Abadh Kishor
    Shahni, Rahul Kumar
    Jain, Nidhi
    SYNLETT, 2015, 26 (02) : 259 - 264
  • [24] Effect of counterions and central cores of tripodal imidazolium salts on palladium-catalyzed Suzuki-Miyaura cross-coupling reactions
    Zhong, Rui
    Wang, Ya-Nong
    Guo, Xu-Qing
    Hou, Xiu-Feng
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (09) : 1703 - 1707
  • [25] Synthesis of Xylyl-Linked Bis-Benzimidazolium Salts and Their Application in the Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction of Aryl Chlorides
    Wang, Tsui
    Wei, Ting-Rong
    Huang, Shu-Jyun
    Lai, Yu-Ting
    Lee, Dong-Sheng
    Lu, Ta-Jung
    CATALYSTS, 2021, 11 (07)
  • [26] Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of α-Halomethyl Oxime Ethers and Site-Selective Cross-Coupling of Dihalo Derivatives
    Noverges, Barbara
    Mollar, Cristian
    Medio-Simon, Mercedes
    Asensio, Gregorio
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (11-12) : 2327 - 2342
  • [27] Suzuki-Miyaura cross-coupling of phenylboronic acid with aryl halides catalyzed by palladium and nickel species supported on alumina-based oxides
    Gniewek, Andrzej
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2016, 823 : 90 - 96
  • [28] Efficient imidazolium salts for palladium-catalyzed Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions
    Amini, Mojtaba
    Bagherzadeh, Mojtaba
    Rostamnia, Sadegh
    CHINESE CHEMICAL LETTERS, 2013, 24 (05) : 433 - 436
  • [29] Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine
    Xu, Lin-Yan
    Liu, Chun-Yu
    Liu, Shi-Yuan
    Ren, Zhi-Gang
    Young, David James
    Lang, Jian-Ping
    TETRAHEDRON, 2017, 73 (22) : 3125 - 3132
  • [30] Palladium-Catalyzed Suzuki-Miyaura Coupling of Pyridyl-2-boronic Esters with Aryl Halides Using Highly Active and Air-Stable Phosphine Chloride and Oxide Ligands
    Yang, David X.
    Colletti, Steven L.
    Wu, Kevin
    Song, Maoying
    Li, George Y.
    Shen, Hong C.
    ORGANIC LETTERS, 2009, 11 (02) : 381 - 384