Organozinc-mediated direct cross-coupling under microwave irradiation

被引:0
|
作者
Li, Chun-Jing [1 ]
机构
[1] Hebei Chem & Pharmaceut Coll, Dept Chem & Environm Engn, Shijiazhuang 050026, Hebei, Peoples R China
关键词
aryl pivalates; arylzinc reagents; C-C bond; microwave; organozinc-mediated; SINGLE-ELECTRON-TRANSFER; ARYL; REAGENTS; BOND; ACTIVATION; RADICALS; IODIDES; HALIDES; ZINC; ION;
D O I
10.1177/17475198211026479
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a direct cross-coupling reaction between (het)aryl pivalates/tosylates and di(het)arylzinc species in 2-methyltetrahydrofuran/N-methyl pyrrolidone (1:1), which occurs via C-O bond cleavage under microwave irradiation. The reaction takes place smoothly in short reaction times without the addition of any catalyst or ligand. The reaction is suitable for a broad scope of substrates and exhibits good functional group compatibility, utilizes a simple work-up procedure, and gives the desired products in high purity.
引用
收藏
页码:869 / 875
页数:7
相关论文
共 50 条
  • [41] A Mild Negishi Cross-Coupling of 2-Heterocyclic Organozinc Reagents and Aryl Chlorides
    Luzung, Michael R.
    Patel, Jigar S.
    Yin, Jingjun
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (23): : 8330 - 8332
  • [42] Negishi cross-coupling with functionalised organozinc compounds prepared by lithium-zinc transmetallation
    Yus, M
    Gomis, J
    TETRAHEDRON LETTERS, 2001, 42 (33) : 5721 - 5724
  • [43] Pd(OAc)2 Catalyzed Sonogashira Cross-Coupling Reaction under Ultrasound Irradiation
    Zhang, Guoping
    Li, Pinhua
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2010, 30 (01) : 117 - 119
  • [44] Oxovanadium(V)-induced cross-coupling reaction between two ligands of organozinc compounds
    Hirao, T
    Takada, T
    Ogawa, A
    JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (05): : 1511 - 1515
  • [45] Palladium-catalyzed cross-coupling of organozinc bromides with aryl iodides in perfluorinated solvents
    Betzemeier, B
    Knochel, P
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (23) : 2623 - 2624
  • [46] A Novel Palladium-Catalyzed Cross-Coupling of Thiomethylated Alkynes with Functionalized Organozinc Reagents
    Melzig, Laurin
    Stemper, Jeremy
    Knochel, Paul
    SYNTHESIS-STUTTGART, 2010, (12): : 2085 - 2091
  • [47] Copper-catalysed cross coupling reaction under microwave irradiation conditions
    Wang, JX
    Liu, ZX
    Hu, YL
    Wei, BG
    JOURNAL OF CHEMICAL RESEARCH, 2000, (11) : 536 - 537
  • [48] Direct aroylation, nitration, and fluorination by microwave irradiated cross-coupling reaction involving potassium organotrifluoroborates
    Al-Masum, Mohammad
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [49] Phosphine-Free Suzuki Cross-Coupling Reaction Using an Efficient and Reusable Pd Catalyst in an Aqueous Medium Under Microwave Irradiation
    da Silva, Joaquim F. M.
    Yepes Perez, Andres F.
    de Almeida, Natalia P.
    SYNTHETIC COMMUNICATIONS, 2015, 45 (17) : 1995 - 2004
  • [50] Substitution reaction of nitro group on α-nitrostyrene by organozinc halides under microwave irradiation
    Hu, YL
    Yu, JH
    Yang, SY
    Wang, JX
    Yin, YQ
    SYNTHETIC COMMUNICATIONS, 1999, 29 (07) : 1157 - 1164