Transition Metal-Catalyzed C-H Oxidation of Saturated Hydrocarbons with Molecular Oxygen

被引：9
|
作者：
Komiya, Naruyoshi [1 ,2 ]
Murahashi, Shun-Ichi [1 ]
机构：
[1] Osaka Univ, Grad Sch Engn Sci, Dept Chem, Toyonaka, Osaka 5608531, Japan
[2] Jikei Univ, Sch Med, Chem Lab, Chofu, Tokyo 1828570, Japan
来源：
CHEMICAL RECORD | 2021年 / 21卷 / 08期
基金：
日本学术振兴会;
关键词：
C-H oxidation; Saturated hydrocarbons; Molecular oxygen; Transition metal catalysts; CYTOCHROME-P-450 TYPE OXIDATION; BAEYER-VILLIGER OXIDATION; AEROBIC OXIDATION; ACYL CYANIDES; ENANTIOSELECTIVE OXIDATION; NICKEL(II) COMPLEXES; PERACETIC-ACID; SILYL ETHERS; RUTHENIUM; ALKANES;
D O I：
10.1002/tcr.202100154
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The C-H oxidation of saturated hydrocarbons to the corresponding alcohols and ketones can be performed efficiently at room temperature with molecular oxygen (1 atm) in the presence of acetaldehyde and catalysts such as Fe, Cu(OH)(2), and CuCl2-18-crown-6 complex. Moreover, extremely high turnover numbers (>27,000) have been obtained for the C-H oxidation of saturated hydrocarbons with molecular oxygen (1 atm) using a combination of Cu(OAc)(2) and acetonitrile at 70 degrees C. Related oxidation reactions such as epoxidation, Baeyer-Villiger reaction, acetoxylation of beta-lactams with molecular oxygen and a suitable aldehyde at room temperature are described.
引用
收藏
页码：1928 / 1940
页数：13
相关论文
共 50 条
  • [1] Transition Metal-Catalyzed C-H Oxidation Reactions
    Xie, Yexiang
    Song, Renjie
    Xiang, Jiannan
    Li, Jinheng
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (09) : 1555 - 1567
  • [2] Transition Metal-Catalyzed C-H Trifluoromethylation
    Pan Fei
    Shi Zhangjie
    ACTA CHIMICA SINICA, 2012, 70 (16) : 1679 - 1681
  • [3] Transition metal-catalyzed C-H functionalizations of indoles
    Kumar, Pravin
    Nagtilak, Prajyot Jayadev
    Kapur, Manmohan
    NEW JOURNAL OF CHEMISTRY, 2021, 45 (31) : 13692 - 13746
  • [4] Transition Metal-Catalyzed C-H Activation of Indoles
    Sandtorv, Alexander H.
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (11) : 2403 - 2435
  • [5] Green strategies for transition metal-catalyzed C-H activation in molecular syntheses
    Dhawa, Uttam
    Kaplaneris, Nikolaos
    Ackermann, Lutz
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (17) : 4886 - 4913
  • [6] Transition Metal-Catalyzed Intramolecular C-H/Olefin Coupling
    Chem Lett, 11 (939):
  • [7] Transition Metal-Catalyzed C-H Functionalization Through Electrocatalysis
    Baroliya, Prabhat Kumar
    Dhaker, Mukesh
    Panja, Subir
    Al-Thabaiti, Shaeel Ahmed
    Albukhari, Soha M.
    Alsulami, Qana A.
    Dutta, Arnab
    Maiti, Debabrata
    CHEMSUSCHEM, 2023, 16 (12)
  • [8] Reaction exploration for transition metal-catalyzed C-H activation
    Dewyer, Amanda
    Zimmerman, Paul
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [9] Group 9 Transition Metal-Catalyzed C-H Halogenations
    Lied, Fabian
    Patra, Tuhin
    Glorius, Frank
    ISRAEL JOURNAL OF CHEMISTRY, 2017, 57 (10-11) : 945 - 952
  • [10] Transition metal-catalyzed intramolecular C-H/olefin coupling
    Fujii, N
    Kakiuchi, F
    Chatani, N
    Murai, S
    CHEMISTRY LETTERS, 1996, (11) : 939 - 940
12345