Palladium-catalyzed benzylic C-H borylation of alkylbenzenes with bis(pinacolato)diboron or pinacolborane

被引:111
作者
Ishiyama, T [1 ]
Ishida, K [1 ]
Takagi, J [1 ]
Miyaura, N [1 ]
机构
[1] Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, Japan
关键词
D O I
10.1246/cl.2001.1082
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Borylation at the benzylic C-H bond of alkylbenzenes with bis(pinacolato)diboron [(Me4C2O2)B-B(O2C2Me4)] or pinacolborane [(Me4C2O2)B-H] was carried out at 100 degreesC in the presence of a catalytic amount of 10% Pd/C. The reaction selectively afforded pinacol benzylboronates in good yields directly from various alkylbenzenes.
引用
收藏
页码:1082 / 1083
页数:2
相关论文
共 17 条
  • [1] Chen HY, 1999, ANGEW CHEM INT EDIT, V38, P3391, DOI 10.1002/(SICI)1521-3773(19991115)38:22<3391::AID-ANIE3391>3.0.CO
  • [2] 2-N
  • [3] Thermal, catalytic, regiospecific functionalization of alkanes
    Chen, HY
    Schlecht, S
    Semple, TC
    Hartwig, JF
    [J]. SCIENCE, 2000, 287 (5460) : 1995 - 1997
  • [4] Steric and chelate directing effects in aromatic borylation
    Cho, JY
    Iverson, CN
    Smith, MR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (51) : 12868 - 12869
  • [5] Dyker G, 1999, ANGEW CHEM INT EDIT, V38, P1699, DOI 10.1002/(SICI)1521-3773(19990614)38:12<1698::AID-ANIE1698>3.0.CO
  • [6] 2-6
  • [7] Guari Y, 1999, EUR J INORG CHEM, P1047
  • [8] ISHIDA K, 2001, 79 ANN M CHEM SOC JA
  • [9] Chemistry of Group 13 element-transition metal linkage - the platinum- and palladium-catalyzed reactions of (alkoxo)diborons
    Ishiyama, T
    Miyaura, N
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 611 (1-2) : 392 - 402
  • [10] Stoichiometric and catalytic B-C bond formation from unactivated hydrocarbons and boranes
    Iverson, CN
    Smith, MR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (33) : 7696 - 7697