Highly efficient aerobic oxidation of oximes to carbonyl compounds catalyzed by metalloporphyrins in the presence of benzaldehyde

被引:51
|
作者
Zhou, Xian-Tai [1 ]
Yuan, Qiu-Lan [2 ]
Ji, Hong-Bing [1 ]
机构
[1] Sun Yat Sen Univ, Sch Chem & Chem Engn, Guangzhou 510275, Guangdong, Peoples R China
[2] Longyan Univ, Sch Chem & Mat Sci, Longyan 364000, Fujian, Peoples R China
基金
中国博士后科学基金; 中国国家自然科学基金;
关键词
Oxime; Carbonyl compound; Oxidation; Metalloporphyrins; MESO-TETRAPHENYLPORPHYRIN CHLORIDE; NITRIC-OXIDE SYNTHASE; MOLECULAR-OXYGEN; PYRIDINIUM FLUOROCHROMATE; POTASSIUM-PERMANGANATE; CYCLOHEXANE OXIDATION; SELECTIVE OXIDATION; FACILE DEPROTECTION; BIOMIMETIC MODELS; CHROMIUM TRIOXIDE;
D O I
10.1016/j.tetlet.2009.11.078
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly efficient oxidation of oximes to carbonyl compounds by molecular oxygen with benzaldehyde as an oxygen acceptor in the presence of metalloporphyrins has been reported. The simple structural manganese porphyrin showed an excellent activity for the oxidative deoximation reactions of various oximes. Moreover, different factors influencing oximes oxidation, that is, catalyst, solvent, and temperature, have been investigated. A possible mechanism for the deoximation reaction has been proposed. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:613 / 617
页数:5
相关论文
共 50 条
  • [1] Nitrite-containing resin as an efficient and recyclable catalyst for aerobic oxidation of oximes to carbonyl compounds
    Guo, Shu
    Zeng, Renyou
    Li, Caiye
    [J]. SYNTHETIC COMMUNICATIONS, 2016, 46 (17) : 1446 - 1453
  • [2] Ruthenium Trichloride Catalyzed Highly Efficient Deoximation of Oximes to the Carbonyl Compounds and Nitriles without Acceptors
    Liu, Yuxiao
    Yang, Na
    Chu, Changhu
    Liu, Renhua
    [J]. CHINESE JOURNAL OF CHEMISTRY, 2015, 33 (09) : 1011 - 1014
  • [3] Nitrosotetrazolium-Catalyzed Aerobic Oxidation of Alcohols to the Corresponding Carbonyl Compounds
    Matsukawa, Yuta
    Hirashita, Tsunehisa
    Araki, Shuki
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (11) : 1359 - 1363
  • [4] Highly efficient electrosynthesis of oximes from nitrates and carbonyl compounds in acidic media
    Xue, Cheng
    Jia, Shuaiqiang
    Jiao, Jiapeng
    Chen, Xiao
    Xia, Zhanghui
    Dong, Mengke
    Deng, Ting
    Cheng, Hailian
    Chen, Chunjun
    Wu, Haihong
    He, Mingyuan
    Han, Buxing
    [J]. GREEN CHEMISTRY, 2024, 26 (18) : 9869 - 9873
  • [5] OZONE OXIDATION OF OXIMES TO CARBONYL-COMPOUNDS
    YANG, YT
    LI, TS
    LI, YL
    [J]. SYNTHETIC COMMUNICATIONS, 1993, 23 (08) : 1121 - 1124
  • [6] Aerobic oxidation of cumene to cumene hydroperoxide catalyzed by metalloporphyrins
    Yang, Wei-Jun
    Guo, Can-Cheng
    Tao, Neng-Ye
    Cao, Jun
    [J]. KINETICS AND CATALYSIS, 2010, 51 (02) : 194 - 199
  • [7] Aerobic oxidation of cumene to cumene hydroperoxide catalyzed by metalloporphyrins
    Wei-Jun Yang
    Can-Cheng Guo
    Neng-Ye Tao
    Jun Cao
    [J]. Kinetics and Catalysis, 2010, 51 : 194 - 199
  • [8] Cobalt Porphyrin Immobilized on Montmorillonite: A Highly Efficient and Reusable Catalyst for Aerobic Oxidation of Alcohols to Carbonyl Compounds
    Zhou Xiantai
    Ji Hongbing
    [J]. CHINESE JOURNAL OF CATALYSIS, 2012, 33 (12) : 1906 - 1912
  • [9] Aerobic oxidative cleavage of cinnamaldehyde to benzaldehyde catalyzed by metalloporphyrins under mild conditions
    Chen, Hongyan
    Ji, Hongbing
    Zhou, Xiantai
    Xu, Jianchang
    Wang, Lefu
    [J]. CATALYSIS COMMUNICATIONS, 2009, 10 (06) : 828 - 832
  • [10] Highly Chemoselective Aerobic Oxidation of Amino Alcohols into Amino Carbonyl Compounds
    Sasano, Yusuke
    Nagasawa, Shota
    Yamazaki, Mai
    Shibuya, Masatoshi
    Park, Jaiwook
    Iwabuchi, Yoshiharu
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (12) : 3236 - 3240