Efficient One-Pot Suzuki-Miyaura Double Cross-Coupling Reactions Using Very Low Pd(PPh3)4 Catalyst Loading

被引:8
|
作者
Habashneh, Almeqdad Y. [1 ]
Dakhil, Othman O. [1 ]
Zein, Ahmed [1 ]
Georghiou, Paris E. [1 ]
机构
[1] Mem Univ Newfoundland, Dept Chem, St John, NF A1B 3X7, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
Dibromoaryls; palladium-catalyzed cross-coupling; Suzuki-Miyaura; teraryls; PREFERENTIAL OXIDATIVE ADDITION; ARYLBORONIC ACIDS; PALLADIUM NANOPARTICLES; 1,8-DIARYLNAPHTHALENES; OLIGOARENES; TERPHENYLS; LIGANDS; ESTERS;
D O I
10.1080/00397910902898577
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Suzuki-Miyaura double cross-coupling to form teraryls of interest as Schiff-base precursors can be achieved efficiently in near-quantitative yields using a low mol% amount of Pd(PPh3)4 and easily accessible dibromoaryls.
引用
收藏
页码:4221 / 4229
页数:9
相关论文
共 50 条
  • [11] One-pot Suzuki-Miyaura cross-coupling followed by reductive monoalkylation of the resulting nitro biaryl system utilizing Pd/C as catalyst
    Pedersen, Lena
    Mady, Mohamed F.
    Sydnes, Magne O.
    TETRAHEDRON LETTERS, 2013, 54 (35) : 4772 - 4775
  • [12] Efficient phosphine ligands for the one-pot palladium-catalyzed borylation/Suzuki-Miyaura cross-coupling reaction
    Chen, You
    Peng, Hui
    Pi, Yun-Xiao
    Meng, Tong
    Lian, Ze-Yu
    Yan, Meng-Qi
    Liu, Yan
    Liu, Sheng-Hua
    Yu, Guang-Ao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (11) : 3236 - 3242
  • [13] Synthesis of Shape-Persistent Macrocycles by a One-Pot Suzuki-Miyaura Cross-Coupling Reaction
    Huang, Weiguo
    Wang, Ming
    Du, Chun
    Chen, Yulan
    Qin, Ruiping
    Su, Linjie
    Zhang, Chi
    Liu, Zhengping
    Li, Cuihong
    Bo, Zhishan
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (02) : 440 - 444
  • [14] One-Pot Alkene Hydroboration/Palladium-Catalyzed Migratory Suzuki-Miyaura Cross-Coupling
    Baumgartner, Yann
    Baudoin, Olivier
    ACS CATALYSIS, 2020, 10 (18) : 10508 - 10515
  • [15] Palladium nanoparticles supported on reduced graphene oxide (Pd@rGO): an efficient heterogeneous catalyst for Suzuki-Miyaura, Heck-Matsuda and Double Suzuki-Miyaura cross-coupling reactions
    Sarkar, Rajib
    Sarkar, Fillip Kumar
    Gajurel, Sushmita
    Kyndiah, Lenida
    Saha, Mithu
    Pal, Amarta Kumar
    NEW JOURNAL OF CHEMISTRY, 2023, 47 (22) : 10659 - 10671
  • [16] An active catalytic system for Suzuki-Miyaura cross-coupling reactions using low levels of palladium loading
    Yan M.-Q.
    Yuan J.
    Lan F.
    Zeng S.-H.
    Gao M.-Y.
    Liu S.-H.
    Chen J.
    Yu G.-A.
    1600, Royal Society of Chemistry (15): : 3924 - 3929
  • [17] One-pot Synthesis of Pd/Azo-polymer as an Efficient Catalyst for 4-Nitrophenol Reduction and Suzuki-Miyaura Coupling Reaction
    Yu, Yanlin
    Gong, Yuzhu
    Cao, Binbin
    Liu, Haidong
    Zhang, Xiaoli
    Han, Xu
    Lu, Shuanglong
    Cao, Xueqin
    Gu, Hongwei
    CHEMISTRY-AN ASIAN JOURNAL, 2021, 16 (07) : 837 - 844
  • [18] 3D Printed Palladium Catalyst for Suzuki-Miyaura Cross-coupling Reactions
    Bulatov, Evgeny
    Lahtinen, Elmeri
    Kivijarvi, Lauri
    Hey-Hawkins, Evamarie
    Haukka, Matti
    CHEMCATCHEM, 2020, 12 (19) : 4831 - 4838
  • [19] One-pot biosynthesis of rGO-supported PdAu bimetallic nanoparticles as an efficient catalyst for Suzuki-Miyaura coupling reactions
    Liu, Xiang
    Guo, Dongxue
    Zhao, Xiaohua
    Yin, Weifen
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2022, 19 (07) : 2963 - 2971
  • [20] One-pot biosynthesis of rGO-supported PdAu bimetallic nanoparticles as an efficient catalyst for Suzuki-Miyaura coupling reactions
    Xiang Liu
    Dongxue Guo
    Xiaohua Zhao
    Weifen Yin
    Journal of the Iranian Chemical Society, 2022, 19 : 2963 - 2971