Copper-catalyzed aerobic oxidative functionalization of C-H bonds of alkanes in the presence of acetaldehyde under mild conditions

被引:12
|
作者
Hayashi, Yukiko [1 ]
Komiya, Naruyoshi [1 ]
Suzuki, Ken [2 ]
Murahashi, Shun-Ichi [1 ,3 ]
机构
[1] Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan
[2] Asahi Kasei Chem Corp, R&D Planning & Business Dev, Chiyoda Ku, Tokyo 1010051, Japan
[3] Okayama Univ Sci, Fac Engn, Dept Chem, Kita Ku, Okayama 7000005, Japan
关键词
Copper catalyst; Aerobic oxidation; C-H functionalization; Hydrocarbon oxidation; TERT-BUTYL HYDROPEROXIDE; MOLECULAR-OXYGEN; PERACETIC-ACID; ALDEHYDES; COMPLEXES; EFFICIENT; MANGANESE; ALKENES; CYTOCHROME-P-450; MONOOXYGENASE;
D O I
10.1016/j.tetlet.2013.03.074
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper-catalyzed oxidative functionalization of C-H bonds of alkanes with molecular oxygen has been performed in the presence of Cu(OAc)(2) catalyst and acetaldehyde in acetonitrile at 70 degrees C with extremely high turn-over numbers. (c) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2706 / 2709
页数:4
相关论文
共 50 条
  • [31] Copper-Catalyzed Direct Nitration on Aryl C-H Bonds by Concomitant Azidation-Oxidation with TMS Azide and TBHP under Aerobic Conditions
    Vinayak, Botla
    Chandrasekharam, Malapaka
    ORGANIC LETTERS, 2017, 19 (13) : 3528 - 3531
  • [32] Copper-Catalyzed Oxidative Benzylarylation of Acrylamides by Benzylic C-H Bond Functionalization for the Synthesis of Oxindoles
    Zhou, Shi-Liu
    Guo, Li-Na
    Wang, Hua
    Duan, Xin-Hua
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (39) : 12970 - 12973
  • [33] Efficient functionalization of aromatic C-H bonds catalyzed by gold(III) under mild and solvent-free conditions
    Shi, ZJ
    He, C
    JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (11): : 3669 - 3671
  • [34] Palladium/Copper-Catalyzed Aerobic Oxidative C-H Carbonylation for the Synthesis of o-Aminobenzoates
    Li, Wu
    Duan, Zhengli
    Jiang, Ru
    Lei, Aiwen
    ORGANIC LETTERS, 2015, 17 (06) : 1397 - 1400
  • [35] Copper-Catalyzed C-H Functionalization Reactions: Efficient Synthesis of Heterocycles
    Guo, Xun-Xiang
    Gu, Da-Wei
    Wu, Zhengxing
    Zhang, Wanbin
    CHEMICAL REVIEWS, 2015, 115 (03) : 1622 - 1651
  • [36] Copper-catalyzed oxidative decarboxylative C-H arylation reactions
    Hoover, Jessica
    Chen, Lijun
    Ju, Lin
    Aguilera, Ellen
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [37] Mild aerobic oxidative palladium (II) catalyzed C-H bond functionalization: Regioselective and switchable C-H alkenylation and annulation of pyrroles
    Beck, Elizabeth M.
    Grimster, Neil P.
    Hatley, Richard
    Gaunt, Matthew J.
    Journal of the American Chemical Society, 2006, 128 (08): : 2528 - 2529
  • [38] Copper-Catalyzed Direct C-H Oxidative Trifluoromethylation of Heteroarenes
    Chu, Lingling
    Qing, Feng-Ling
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (02) : 1298 - 1304
  • [39] Mild aerobic oxidative palladium (II) catalyzed C-H bond functionalization: Regioselective and switchable C-H alkenylation and annulation of pyrroles
    Beck, EM
    Grimster, NP
    Hatley, R
    Gaunt, MJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (08) : 2528 - 2529
  • [40] Progress in Copper-Catalyzed Direct Arylation of Aromatic C-H Bonds
    Liu, Wei
    Bi, Yanlan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (06) : 1041 - 1050