Synthesis of dimethylbipyridines by the reductive coupling of 2-halomethylpyridines with nickel catalyst

被引:5
|
作者
Rajalakshmanan, E [1 ]
Alexander, V [1 ]
机构
[1] Loyola Coll, Dept Chem, Madras 600034, Tamil Nadu, India
关键词
4,4 '-dimethyl-2,2 '-bipyridine; 6,6 '-dimethyl-2,2-bipyridine; modified Ullmann-type coupling; nickel(0) catalyst; reductive coupling of 2-halomethylpyridines;
D O I
10.1081/SCC-200051056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The one-pot synthesis of 4,4'-dimethyl-2,2'-bipyridine and 6,6'-dimethyl-2,2'-bipyridine by the reductive coupling of 2-bromo-4-methylpyridine and 2-bromo-6-methylpyridine, respectively, with nickel catalyst, generated in situ by the reduction of Ni(PPh3)(2)Cl-2 with zinc in the presence of Et4NI, is described.
引用
收藏
页码:891 / 895
页数:5
相关论文
共 50 条
  • [11] Nickel-catalyzed reductive coupling of alkynes and epoxides
    Molinaro, C
    Jamison, TF
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (27) : 8076 - 8077
  • [12] Synthesis of Enantioenriched Allylic Silanes via Nickel-Catalyzed Reductive Cross-Coupling
    Hofstra, Julie L.
    Cherney, Alan H.
    Ordner, Ciara M.
    Reisman, Sarah E.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (01) : 139 - 142
  • [13] Nickel-catalyzed reductive cross-coupling polymerization of dithiosulfonates and dibromides for the synthesis of polythioethers
    Yi, Xin
    Zeng, Hao
    Chen, Chunyu
    Luo, Ziwei
    Li, Ningyu
    Cen, Junyang
    Pan, Yuening
    Li, Ze
    Zhang, Pinglu
    POLYMER CHEMISTRY, 2025, 16 (13) : 1441 - 1447
  • [14] Nickel-catalyzed stereospecific cross-coupling and reductive coupling reactions
    Jarvo, Elizabeth
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [15] Nickel-catalyzed stereospecific cross-coupling and reductive coupling reactions
    Jarvo, Elizabeth
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
  • [16] Expedient Synthesis of Chiral α-Amino Acids through Nickel-Catalyzed Reductive Cross-Coupling
    Lu, Xi
    Yi, Jun
    Zhang, Zhen-Qi
    Dai, Jian-Jun
    Liu, Jing-Hui
    Xiao, Bin
    Fu, Yao
    Liu, Lei
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (47) : 15339 - 15343
  • [17] Nickel-catalyzed reductive cross-electrophile coupling reactions of alkyl fluorides for cyclopropane synthesis
    Lucas, Erika
    Erickson, Lucas
    Tollefson, Emily
    Jarvo, Elizabeth
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [18] Synthesis of gem-Difluoroalkenes through Nickel-Promoted Electrochemical Reductive Cross-Coupling
    Chang Zhe
    Wang Jiaxin
    Lu Xi
    Fu Yao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (01) : 147 - 159
  • [19] First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes
    Zarei, Hamed
    Sobhani, Sara
    Sansano, Jose Miguel
    ACS OMEGA, 2023, 8 (40): : 36801 - 36814
  • [20] Dual Photoredox and Nickel Catalysed Reductive Coupling of Alkynes and Aldehydes
    Calogero, Francesco
    Magagnano, Giandomenico
    Potenti, Simone
    Gualandi, Andrea
    Fermi, Andrea
    Ceroni, Paola
    Giorgio Cozzi, Pier
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (19) : 3410 - 3419