Indium(III) Isopropoxide as a Hydrogen Transfer Catalyst for Conversion of Benzylic Alcohols into Aldehydes or Ketones via Oppenauer Oxidation

被引:4
作者
Ogiwara, Yohei [1 ]
Ono, Yuji [1 ]
Sakai, Norio [1 ]
机构
[1] Tokyo Univ Sci RIKADAI, Fac Sci & Technol, Dept Pure & Appl Chem, Noda, Chiba 2788510, Japan
来源
SYNTHESIS-STUTTGART | 2016年 / 48卷 / 23期
关键词
indium catalyst; Oppenauer oxidation; primary alcohol; secondary alcohol; aldehyde; ketone; room temperature; AROMATIC-ALDEHYDES; ALUMINUM; REDUCTION; COMPLEXES; ALKOXIDES; LIGANDS;
D O I
10.1055/s-0035-1562542
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Indium(III) isopropoxide [In(Oi-Pr)(3)] was applicable as an Oppenauer oxidation catalyst, and the conversion of primary or secondary alcohols into the corresponding aldehydes or ketones was promoted at room temperature using pivalaldehyde as an oxidant.
引用
收藏
页码:4143 / 4148
页数:6
相关论文
共 31 条
  • [1] Indium-mediated formation of propargyl ketones from aldehydes or acyl chlorides
    Augé, J
    Lubin-Germain, N
    Seghrouchni, L
    [J]. TETRAHEDRON LETTERS, 2003, 44 (04) : 819 - 821
  • [2] Indium-mediated carbonyl alkynylation
    Augé, J
    Lubin-Germain, N
    Seghrouchni, L
    [J]. TETRAHEDRON LETTERS, 2002, 43 (30) : 5255 - 5256
  • [3] DEGRAAUW CF, 1994, J SYNTHESIS, P1007
  • [4] Hydrogen-transfer Oxidation of Primary Alcohols Catalyzed by Iridium Complexes Bearing a Functional Pyridonate Ligand Using Isopropenyl Acetate as a Hydrogen Acceptor
    Fujita, Ken-ichi
    Uejima, Takehisa
    Yamaguchi, Ryohei
    [J]. CHEMISTRY LETTERS, 2013, 42 (12) : 1496 - 1498
  • [5] A heterobimetallic rhodium(I)-ruthenium(II) catalyst for the Oppenauer-type oxidation of primary and secondary alcohols under mild conditions
    Gauthier, S
    Scopelliti, R
    Severin, K
    [J]. ORGANOMETALLICS, 2004, 23 (16) : 3769 - 3771
  • [6] Efficient and selective Al-catalyzed alcohol oxidation via Oppenauer chemistry
    Graves, Christopher R.
    Zeng, Bi-Shun
    Nguyen, SonBinh T.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (39) : 12596 - 12597
  • [7] Aluminum-based catalysts for the asymmetric Meerwein-Schmidt-Ponndorf-Verley-Oppenauer (MSPVO) reaction manifold
    Graves, CR
    Campbell, EJ
    Nguyen, ST
    [J]. TETRAHEDRON-ASYMMETRY, 2005, 16 (21) : 3460 - 3468
  • [8] Synthesis of aromatic aldehydes by organocatalytic [4+2] and [3+3] cycloaddition of α,β-unsaturated aldehydes
    Hong, Bor-Cherng
    Tseng, Hsing-Chang
    Chen, Shang-Hung
    [J]. TETRAHEDRON, 2007, 63 (13) : 2840 - 2850
  • [9] A NEW OXIDIZING SYSTEM FOR AROMATIC ALCOHOLS BY THE COMBINATION OF N-OXOAMMONIUM SALT AND ELECTROSYNTHESIZED TETRAALKYLAMMONIUM TRIBROMIDE
    INOKUCHI, T
    MATSUMOTO, S
    FUKUSHIMA, M
    TORII, S
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (03) : 796 - 800
  • [10] Ishihara K., 1997, ORG CHEM, V62, P5664