Cobalt-catalyzed cyclotrimerization of diynes with norbornenes in one efficient step

被引:29
|
作者
Wu, MS [1 ]
Rayabarapu, DK [1 ]
Cheng, CH [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan
关键词
cyclotrimerization; cobalt catalysis; norbomene; diynes;
D O I
10.1016/j.tet.2004.08.021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient cobalt-catalyzed [2 + 2 + 2] cyclotrimerization of diynes and norbornene is described. Treatment of diyne with norbornene in the presence of CoI2(PPh3)(2) and zinc powder in 1,2-dichloroethane at 80degreesC for 12 h afforded [2 + 2 + 2] cyclotrimerization adduct exclusively in good yields. These cobalt-catalyzed results are in contrast to the ruthenium-catalyzed reaction of diyne with norbornene reported previously. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10005 / 10009
页数:5
相关论文
共 50 条
  • [41] A COBALT-CATALYZED BIPHENYLENE SYNTHESIS
    BERRIS, BC
    LAI, YH
    VOLLHARDT, KPC
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (16) : 953 - 954
  • [42] Cobalt-Catalyzed Isomerization of Alkenes
    Zhang, Sheng
    Findlater, Michael
    SYNTHESIS-STUTTGART, 2021, 53 (16): : 2787 - 2797
  • [43] A versatile approach to the solution-phase combinatorial synthesis of substituted pyridines:: The cobalt-catalyzed cyclotrimerization of alkynes with a nitrile
    Brändli, C
    Ward, TR
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2000, 2 (01): : 42 - 47
  • [44] Synthesis of novel organic-inorganic hybrid cages via cobalt-catalyzed cyclotrimerization of dimethylethynylsilyl groups on a silsesquioxane
    Wada, K
    Yamasaki, T
    Kondo, T
    Mitsudo, T
    CHEMISTRY LETTERS, 2004, 33 (09) : 1218 - 1219
  • [45] COBALT-CATALYZED STEROID SYNTHESIS
    FUNK, RL
    VOLLHARDT, KPC
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (16) : 5483 - 5484
  • [46] A COBALT-CATALYZED SYNTHESIS OF ALKYLTHIOPYRIDINES
    BONNEMANN, H
    NATARAJAN, GS
    ERDOL & KOHLE ERDGAS PETROCHEMIE, 1980, 33 (07): : 328 - 328
  • [47] Cobalt-Catalyzed Carbozincation of Ynamides
    Sallio, Romain
    Corpet, Martin
    Habert, Loic
    Durandetti, Muriel
    Gosmini, Corinne
    Gillaizeau, Isabelle
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (02): : 1254 - 1259
  • [48] Cobalt-Catalyzed Arylzincation of Alkynes
    Murakami, Kei
    Yorimitsu, Hideki
    Oshima, Koichiro
    ORGANIC LETTERS, 2009, 11 (11) : 2373 - 2375
  • [49] An efficient synthesis of iminoisoindolione derivatives by cobalt-catalyzed oxidative isocyanide insertion
    Zou, Feihua
    Chen, Xuwen
    Hao, Wenyan
    TETRAHEDRON, 2017, 73 (06) : 758 - 763
  • [50] Efficient Cobalt-Catalyzed Coupling of Amines and Siloxanes to Prepare Ceramics and Polymers
    Sharma, Anuja
    Bean, Ren H. H.
    Long, Timothy E. E.
    Trovitch, Ryan J. J.
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2023, 11 (30) : 11172 - 11180