Palladium-catalyzed ligand-free and efficient Suzuki-Miyaura reaction of heteroaryl halides with MIDA boronates in water

被引：15
|
作者：
Liu, Chun [1 ]
Li, Xinmin [1 ]
Liu, Chao [1 ]
Wang, Xinnan [1 ]
Qiu, Jieshan [1 ]
机构：
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
来源：
RSC ADVANCES | 2015年 / 5卷 / 67期
基金：
中国国家自然科学基金;
关键词：
CROSS-COUPLING REACTIONS; BORONIC ACIDS; CHEMISTRY; PROTOCOL; ESTERS;
D O I：
10.1039/c5ra10001a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A simple and environment-friendly protocol for the palladium-catalyzed ligand-free Suzuki-Miyaura reaction of heteroaryl halides with N-methyliminodiacetic acid (MIDA) boronates is developed. The reaction is performed in water as the sole medium and allows the preparation of a variety of heterobiaryls in excellent yields.
引用
收藏
页码：54312 / 54315
页数：4
相关论文
共 50 条
  • [41] Palladium-catalyzed Suzuki-Miyaura coupling of thioureas or thioamides
    Shaoyu Mai
    Wendong Li
    Xue Li
    Yingwei Zhao
    Qiuling Song
    Nature Communications, 10
  • [42] Palladium-Catalyzed Suzuki-Miyaura Coupling of Aryl Esters
    Ben Halima, Taoufik
    Zhang, Wanying
    Yalaoui, Imane
    Hong, Xin
    Yang, Yun-Fang
    Houk, Kendall N.
    Newman, Stephen G.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (03) : 1311 - 1318
  • [43] Ligand-free Pd/C-catalyzed Suzuki-Miyaura coupling reaction for the synthesis of heterobiaryl derivatives
    Kitamura, Yoshiaki
    Sako, Satoko
    Udzu, Takahiro
    Tsutsui, Azusa
    Maegawa, Tomohiro
    Monguchi, Yasunari
    Sajiki, Hironao
    CHEMICAL COMMUNICATIONS, 2007, (47) : 5069 - 5071
  • [44] Solid-supported palladium nano and microparticles: an efficient heterogeneous catalyst for ligand-free Suzuki-Miyaura cross coupling reaction
    Das, Pralay
    Sharma, Dharminder
    Shil, Arun K.
    Kumari, Avnesh
    TETRAHEDRON LETTERS, 2011, 52 (11) : 1176 - 1178
  • [45] 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
  • [46] Ligand-free Suzuki-Miyaura reaction catalysed by Pd/C at room temperature
    Zhang, GL
    JOURNAL OF CHEMICAL RESEARCH, 2004, (09) : 593 - 595
  • [47] Mechanistic Aspects of the Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction
    D'Alterio, Massimo C.
    Casals-Cruanas, Eric
    Tzouras, Nikolaos V.
    Talarico, Giovanni
    Nolan, Steven P.
    Poater, Albert
    CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (54) : 13481 - 13493
  • [48] In situ generation of palladium nanoparticles: ligand-free palladium catalyzed ultrafast Suzuki-Miyaura cross-coupling reaction in aqueous phase at room temperature
    Du, Zhengyin
    Zhou, Wanwei
    Wang, Fen
    Wang, Jin-Xian
    TETRAHEDRON, 2011, 67 (26) : 4914 - 4918
  • [49] Palladium Supported on a Polyionic Resin as an Efficient, Ligand-Free, and Recyclable Catalyst for Heck, Suzuki-Miyaura, and Sonogashira Reactions
    Basu, Basudeb
    Das, Sajal
    Das, Pralay
    Mandal, Bablee
    Banerjee, Dipanjan
    Almqvist, Fredrik
    SYNTHESIS-STUTTGART, 2009, (07): : 1137 - 1146
  • [50] β-Oxo amides:: Inexpensive and efficient Ligands for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction
    Li, Jin-Heng
    Zhang, Yue-Hua
    Song, Ren-Jie
    Xic, Ye-Xiang
    Deng, Chen-Liang
    Liang, Yun
    SYNTHESIS-STUTTGART, 2007, (19): : 2957 - 2966
12345