Pd-catalyzed cross-coupling of 1,1-diborylalkanes with aryl triflates

被引:23
|
作者
Cui, Long-Can [1 ]
Zhang, Zhen-Qi [1 ]
Lu, Xi [1 ]
Xiao, Bin [1 ]
Fu, Yao [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Anhui Prov Key Lab Biomass Clean Energy, iChEM,CAS Key Lab Urban Pollutant Convers, Hefei 230026, Peoples R China
关键词
PRIMARY ALKYL-HALIDES; ORGANOBORON COMPOUNDS; DIASTEREOSELECTIVE SYNTHESIS; ALKYLBORONIC ESTERS; ROOM-TEMPERATURE; PALLADIUM; BORYLATION; DIBORYLMETHANE; ELECTROPHILES; DERIVATIVES;
D O I
10.1039/c6ra09959a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Pd-catalyzed synthesis of benzylboronic esters through coupling of aryl triflates with 1,1-diborylalkane under ambient conditions is described. Varieties of primary and secondary arylboronic esters could be successfully synthesized by this strategy. Competitive reaction demonstrated that aryl C-OTf bondwas more inert than aryl bromide.
引用
收藏
页码:51932 / 51935
页数:4
相关论文
共 50 条
  • [1] Pd-catalyzed cross-coupling of polyfluoroarenes with cyclic vinyl triflates
    YanBo Yu
    Zhen Wang
    XinGang Zhang
    Science China Chemistry, 2014, 57 : 276 - 281
  • [2] Pd-catalyzed cross-coupling of polyfluoroarenes with cyclic vinyl triflates
    YU YanBo
    WANG Zhen
    ZHANG XinGang
    Science China(Chemistry), 2014, (02) : 1 - 20
  • [3] Pd-catalyzed cross-coupling of polyfluoroarenes with cyclic vinyl triflates
    YU YanBo
    WANG Zhen
    ZHANG XinGang
    Science China(Chemistry), 2014, 57 (02) : 1 - 20
  • [4] Pd-catalyzed cross-coupling of polyfluoroarenes with cyclic vinyl triflates
    Yu YanBo
    Wang Zhen
    Zhang XinGang
    SCIENCE CHINA-CHEMISTRY, 2014, 57 (02) : 276 - 281
  • [5] Pd-Catalyzed Cross-Coupling of Alkylzirconocenes and Aryl Chlorides
    Jiang, Binyang
    Shi, Shi-Liang
    CHINESE JOURNAL OF CHEMISTRY, 2022, 40 (15) : 1813 - 1820
  • [6] Pd-Catalyzed P-C Cross-Coupling of Aryl Bromides and Triflates with Hydroxymethylphosphine Sulfide Derivatives
    Ohta, Hidetoshi
    Xue, Qian
    Hayashi, Minoru
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (06) : 735 - 738
  • [7] Titanium-Catalyzed Synthesis of 1,1-Diborylalkanes from Aryl Alkenes
    Li Sida
    Cui Xin
    Shu Xing-Zhong
    Wu Lipeng
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (02) : 631 - 637
  • [8] Pd-Catalyzed Cross-Coupling Reactions of Amides and Aryl Mesylates
    Dooleweerdt, Karin
    Fors, Brett P.
    Buchwald, Stephen L.
    ORGANIC LETTERS, 2010, 12 (10) : 2350 - 2353
  • [9] Low-Temperature Ag/Pd-Catalyzed Decarboxylative Cross-Coupling of Aryl Triflates with Aromatic Carboxylate Salts
    Goossen, Lukas J.
    Lange, Paul P.
    Rodriguez, Nuria
    Linder, Christophe
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (13) : 3906 - 3909
  • [10] Multimetallic Catalyzed Cross-Coupling of Aryl Bromides with Aryl Triflates
    Lovell, Matthew
    Ackerman, Laura
    Weix, Daniel
    SYNLETT, 2016, 27 (01) : A9 - A11