Transition-Metal-Catalyzed Synthesis of Hydroxylated Arenes

被引:190
作者
Alonso, Diego A. [1 ,2 ]
Najera, Carmen [1 ,2 ]
Pastor, Isidro M. [1 ,2 ]
Yus, Miguel [1 ,2 ]
机构
[1] Univ Alicante, Dept Organ Chem, E-03080 Alicante, Spain
[2] Univ Alicante, Inst Organ Synth, E-03080 Alicante, Spain
关键词
C-H activation; homogeneous catalysis; hydroxylation; oxidation; phenols; C-O BOND; ARYL HALIDES; BENZOIC-ACIDS; H BONDS; OXIDATIVE FUNCTIONALIZATION; AROMATIC ACETOXYLATION; REDUCTIVE ELIMINATION; DIOXYGEN ACTIVATION; HYDROGEN-PEROXIDE; CARBON-HETEROATOM;
D O I
10.1002/chem.201000470
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An overview of the recent bibliography in the transition-metal-catalyzed hydroxylation of aryl derivatives is presented. Two reaction protocols are considered: 1) C-H activation/hydroxylation and, 2) cross-coupling hydroxylation of aryl halides. The achievements and limitations for both procedures are described taking into consideration different metal catalyst/oxidant combinations.
引用
收藏
页码:5274 / 5284
页数:11
相关论文
共 156 条
  • [1] Reaction mechanisms of mononuclear non-heme iron oxygenases
    Abu-Omar, MM
    Loaiza, A
    Hontzeas, N
    [J]. CHEMICAL REVIEWS, 2005, 105 (06) : 2227 - 2252
  • [2] Ackermann L., 2009, ANGEW CHEM, V121, P9976, DOI DOI 10.1002/ANGE.200902996
  • [3] Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage
    Ackermann, Lutz
    Vicente, Ruben
    Kapdi, Anant R.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) : 9792 - 9826
  • [4] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation
    Alberico, Dino
    Scott, Mark E.
    Lautens, Mark
    [J]. CHEMICAL REVIEWS, 2007, 107 (01) : 174 - 238
  • [5] The selective reaction of aryl halides with KOH: Synthesis of phenols, aromatic ethers, and benzofurans
    Anderson, Kevin W.
    Ikawa, Takashi
    Tundel, Rachel E.
    Buchwald, Stephen L.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (33) : 10694 - 10695
  • [6] [Anonymous], 2000, ANGEW CHEM INT ED
  • [7] [Anonymous], 2009, ANGEW CHEM
  • [8] [Anonymous], ANGEW CHEM
  • [9] [Anonymous], J LIEBIGS ANN CHEM
  • [10] Direct phenol synthesis by selective oxidation of benzene with molecular oxygen on an interstitial-N/Re cluster/zeolite catalyst
    Bal, R
    Tada, M
    Sasaki, T
    Iwasawa, Y
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (03) : 448 - 452