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
  • [41] Recent advances in transition metal-catalyzed C-H bond functionalization of ferrocene derivatives
    Lopez, Luis A.
    Lopez, Enol
    DALTON TRANSACTIONS, 2015, 44 (22) : 10128 - 10135
  • [42] Transition metal-catalyzed C-H Alkylations as versatile tools for synthetic transformations: a review
    Tabassum, Shaheera
    Zahoor, Ameer Fawad
    Ali, Kulsoom Ghulam
    Irfan, Muhammad
    Hussain, Syed Makhdoom
    Akhtar, Rabia
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2022, 19 (08) : 3285 - 3315
  • [43] Transition Metal-Catalyzed Directing-Group-Assisted C-H Activation of Phenols
    Xu, Xing
    Luo, Junfei
    CHEMSUSCHEM, 2019, 12 (20) : 4601 - 4616
  • [44] Application of Transition Metal-Catalyzed C-H Activation Strategies in the Synthesis and Functionalization of β-Carbolines
    Riyazahmed, Khan Saleha
    Bora, Darshana
    Shankaraiah, Nagula
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (05) : 1050 - 1066
  • [45] Transition metal-catalyzed C-H functionalization of N-oxyenamine internal oxidants
    Huang, Huawen
    Ji, Xiaochen
    Wu, Wanqing
    Jiang, Huanfeng
    CHEMICAL SOCIETY REVIEWS, 2015, 44 (05) : 1155 - 1171
  • [46] Transition metal-catalyzed C-H Alkylations as versatile tools for synthetic transformations: a review
    Shaheera Tabassum
    Ameer Fawad Zahoor
    Kulsoom Ghulam Ali
    Muhammad Irfan
    Syed Makhdoom Hussain
    Rabia Akhtar
    Journal of the Iranian Chemical Society, 2022, 19 : 3285 - 3315
  • [47] Advances in the Synthesis of Fluorinated Scaffolds by Transition Metal-Catalyzed C-H Bond Activation
    Mazeh, Sara
    Lapuh, Maria Ivana
    Besset, Tatiana
    CHIMIA, 2020, 74 (11) : 871 - 877
  • [48] Biomass-Derived Solvents for Sustainable Transition Metal-Catalyzed C-H Activation
    Gandeepan, Parthasarathy
    Kaplaneris, Nikolaos
    Santoro, Stefano
    Vaccaro, Luigi
    Ackermann, Lutz
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2019, 7 (09) : 8023 - 8040
  • [49] Transition metal-catalyzed olefin arylation via C-H bond activation of arenes
    Matsumoto, Takaya
    CATALYSIS SURVEYS FROM ASIA, 2007, 11 (1-2) : 31 - 48
  • [50] Synthesis of N-heterocycles via transition metal-catalyzed C-H activation
    Ruhl, Kyle
    Hyster, Todd
    Rovis, Tomislav
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
12345