Tandem Catalysis: Alcohol Oxidation and C-C Bond Formation via C-H Bond Activation

被引:20
作者
Simon, Marc-Olivier [1 ]
Ung, Gael [1 ]
Darses, Sylvain [1 ]
机构
[1] Ecole Natl Super Chim Paris, CNRS, Lab Charles Friedel, UMR 7223, F-75231 Paris 05, France
关键词
alcohols; arylation; C-H activation; oxidation; ruthenium; DIRECT ARYLATION; HYDROGEN-TRANSFER; INTERMOLECULAR HYDROARYLATION; HETEROAROMATIC-COMPOUNDS; BORROWING HYDROGEN; RUTHENIUM CATALYST; ATOM ECONOMY; FUNCTIONALIZATION; ALKENES; ARENES;
D O I
10.1002/adsc.201000884
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A tandem process involving oxidation of a benzylic alcohol functionality followed by hydroarylation is described. These two atom-economic sequences are very convenient to access functionalized aromatic ketones, using simple ruthenium trichloride as catalyst precursor. Moreover they appear to be highly compatible, tolerant, and selective toward various functional groups, and the ease of the protocol should make it very convenient for synthetic purposes.
引用
收藏
页码:1045 / 1048
页数:4
相关论文
共 77 条
  • [61] An in situ Generated Ruthenium Catalyst for the Tishchenko Reaction
    Simon, Marc-Olivier
    Darses, Sylvain
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (2-3) : 305 - 308
  • [62] C-C Bond Formation via C-H Bond Activation Under Protic Conditions: On the Role of Phosphane Ligand and Cosolvent
    Simon, Marc-Olivier
    Genet, Remi Martinez Jean-Pierre
    Darses, Sylvain
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (01) : 208 - 210
  • [63] Ruthenium-Catalyzed C-H Bond Activation of Michael Acceptors: An Unusual Reactivity Leading to Allylsilanes
    Simon, Marc-Olivier
    Martinez, Remi
    Genet, Jean-Pierre
    Darses, Sylvain
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (1-2) : 153 - 157
  • [64] Stuart DR, 2007, SCIENCE, V316, P1172, DOI 10.1126/science.1141956
  • [65] Rh(I)-Catalyzed Olefin Hydroarylation with Electron-Deficient Perfluoroarenes
    Sun, Zhong-Ming
    Zhang, Jing
    Manan, Rajith S.
    Zhao, Pinjing
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (20) : 6935 - +
  • [66] Domino reactions in organic synthesis
    Tietze, LF
    [J]. CHEMICAL REVIEWS, 1996, 96 (01) : 115 - 136
  • [67] Trost B.M., 1995, ANGEW CHEM, V107, P285, DOI 10.1002/ange.19951070304https://doi.org/10.1002/anie.199502591
  • [68] THE ATOM ECONOMY - A SEARCH FOR SYNTHETIC EFFICIENCY
    TROST, BM
    [J]. SCIENCE, 1991, 254 (5037) : 1471 - 1477
  • [69] On inventing reactions for atom economy
    Trost, BM
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) : 695 - 705
  • [70] ATOM ECONOMY - A CHALLENGE FOR ORGANIC-SYNTHESIS - HOMOGENEOUS CATALYSIS LEADS THE WAY
    TROST, BM
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (03) : 259 - 281