Suzuki-Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene-palladium complex catalyst

被引：45
|
作者：
Nan, Guangming [1 ,2 ]
Ren, Fang [1 ]
Luo, Meiming [1 ]
机构：
[1] Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R China
[2] Ili Teachers Coll, Dept Chem, Yining 835000, Xinjiang, Peoples R China
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 6卷
关键词：
1-aryltriazenes; N-heterocyclic carbene-palladium complex; polymer-supported catalyst; recyclable catalyst; Suzuki-Miyaura reaction; ARENEDIAZONIUM SALTS; ARYL CHLORIDES; BORONIC ACIDS; LIGAND; BIARYLS;
D O I：
10.3762/bjoc.6.70
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Suzuki-Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported Pd-NHC complex catalyst has been realized for the first time. The polymer-supported catalyst can be re-used several times still retaining high activity for this transformation. Various aryltriazenes were investigated as electrophilic substrates at room temperature to give biaryls in good to excellent yields and showed good chemoselectivity over aryl halides in the reactions.
引用
收藏
页数：6
相关论文
共 50 条
  • [1] Suzuki-Miyaura cross-coupling of arenediazonium salts with arylboronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene-palladium catalyst
    Qin, Yuancheng
    Wei, Wei
    Luo, Meiming
    SYNLETT, 2007, (15) : 2410 - 2414
  • [2] Suzuki-Miyaura Cross-Coupling Reaction of Naphthyl Triflate with Indole Boronic Acids Catalyzed by a Recyclable Polymer-Supported N-Heterocyclic Carbene-Palladium Complex Catalyst: Synthesis of Naphthalene-Linked Bis-Heterocycles
    Reddy, P. Aravinda
    Reddy, A. Babul
    Reddy, G. Ramachandra
    Reddy, N. Subbarami
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (06) : 1451 - 1456
  • [3] N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex-catalyzed Suzuki-Miyaura coupling of benzyl carbamates with arylboronic acids
    Wang, Xiao-Xia
    Luo, Mao-Jun
    Lu, Jian-Mei
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (47) : 11438 - 11444
  • [4] Desulfitative Suzuki cross-couplings of arylsulfonyl chlorides and boronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene-palladium complex catalyst
    Zhang, Suiuan
    Zeng, Xiaoming
    Wei, Zhijun
    Zhao, Dongbing
    Kang, Tairan
    Zhang, Weifeng
    Yan, Mei
    Luo, Meiming
    SYNLETT, 2006, (12) : 1891 - 1894
  • [5] Graphene oxide supported N-heterocyclic carbene-palladium as a novel catalyst for the Suzuki-Miyaura reaction
    Shang, Ningzhao
    Gao, Shutao
    Feng, Cheng
    Zhang, Haiyan
    Wang, Chun
    Wang, Zhi
    RSC ADVANCES, 2013, 3 (44): : 21863 - 21868
  • [6] An active and recyclable polystyrene-supported N-heterocyclic carbene-palladium catalyst for the suzuki reaction of arylbromides with arylboronic acids under mild conditions
    Kang, TR
    Feng, Q
    Luo, MM
    SYNLETT, 2005, (15) : 2305 - 2308
  • [7] A polymer-supported salen-type palladium complex as a catalyst for the Suzuki-Miyaura cross-coupling reaction
    Phan, NTS
    Brown, DH
    Styring, P
    TETRAHEDRON LETTERS, 2004, 45 (42) : 7915 - 7919
  • [8] Synthesis and characterization of trinuclear N-heterocyclic carbene-palladium(II) complexes and their applications in the Suzuki-Miyaura cross-coupling reaction
    Wang, Tao
    Liu, Lantao
    Xu, Kai
    Xie, Huanping
    Shen, Hui
    Zhao, Wen-Xian
    RSC ADVANCES, 2016, 6 (103): : 100690 - 100695
  • [9] N-Heterocyclic Carbene-Palladium Complex onto Graphene Oxide and Poly (ethylene glycol) (PEG) Applied as Superior Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water
    Heravi, Majid M.
    Asadi, Shima
    Hoseini Chopani, Seyede Mahdiye
    Jaderi, Elham
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (09)
  • [10] N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed Suzuki-Miyaura coupling of benzylic chlorides with arylboronic acids or potassium phenyltrifluoroborate in neat water
    Zhang, Yun
    Feng, Meng-Ting
    Lu, Jian-Mei
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (14) : 2266 - 2272
12345