Aerobic oxidative dehydrogenation of N-heterocycles catalyzed by cobalt porphyrin

被引:24
|
作者
Zhou, Weiyou [1 ]
Chen, Dongwei [1 ]
Sun, Fu'an [1 ]
Qian, Junfeng [1 ]
He, Mingyang [1 ]
Chen, Qun [1 ]
机构
[1] Changzhou Univ, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China
基金
美国国家科学基金会;
关键词
N-Heterocycles; Cobalt porphyrin; Oxidative dehydrogenation; No additive; NITROGEN-HETEROCYCLES; EFFICIENT CATALYST; ACCEPTORLESS DEHYDROGENATION; REVERSIBLE DEHYDROGENATION; AMINES; HYDROGENATION; NANOPARTICLES; ALCOHOLS; NANOHYBRID; CORROLES;
D O I
10.1016/j.tetlet.2018.01.094
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient catalytic procedure has been developed for the aerobic oxidative dehydrogenation of N-heterocycles by cobalt porphyrin in the absence of any additives. The catalytic system could tolerate various 1,2,3,4-tetrahydroquinoline derivatives and some other N-heterocycles. The corresponding N-heteroaromatics could be obtained in 59-86% yields. The mechanism investigation suggested that the aerobic oxidative dehydrogenation might proceed with imine intermediate through radical paths. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:949 / 953
页数:5
相关论文
共 50 条
  • [1] A Cobalt Nanocatalyst for the Hydrogenation and Oxidative Dehydrogenation of N-heterocycles
    Hu, Yue
    Li, Xinmin
    Liu, Mingyang
    Bartling, Stephan
    Lund, Henrik
    Rabeah, Jabor
    Dyson, Paul J.
    Beller, Matthias
    Jagadeesh, Rajenahally V.
    CHEMCATCHEM, 2024, 16 (01)
  • [2] A Rare Earth Metal Catalyzed Aerobic Dehydrogenation of N-Heterocycles
    Zhang, Ting
    Lv, Yongheng
    Zhang, Zhenguo
    Jia, Zhenhua
    Loh, Teck-Peng
    ORGANIC LETTERS, 2023, 25 (24) : 4468 - 4472
  • [3] Organo-Photoredox Catalyzed Oxidative Dehydrogenation of N-Heterocycles
    Sahoo, Manoj K.
    Jaiswal, Garima
    Rana, Jagannath
    Balaraman, Ekambaram
    CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (57) : 14167 - 14172
  • [4] Reversible aerobic oxidative dehydrogenation/hydrogenation of N-heterocycles over AlN supported redox cobalt catalysts
    He, Zhen-Hong
    Sun, Yong-Chang
    Wang, Kuan
    Wang, Zhong-Yu
    Guo, Pan-Pan
    Jiang, Chong-Shan
    Yao, Man-Qing
    Li, Zhu-Hui
    Liu, Zhao-Tie
    MOLECULAR CATALYSIS, 2020, 496 (496)
  • [5] Nitrogen-coordinated cobalt nanocrystals for oxidative dehydrogenation and hydrogenation of N-heterocycles
    Wu, Yue
    Chen, Zheng
    Cheong, Weng-Chon
    Zhang, Chao
    Zheng, Lirong
    Yan, Wensheng
    Yu, Rong
    Chen, Chen
    Li, Yadong
    CHEMICAL SCIENCE, 2019, 10 (20) : 5345 - 5352
  • [6] Gold(0) catalyzed dehydrogenation of N-heterocycles
    Kumaran, Elumalai
    Leong, Weng Kee
    TETRAHEDRON LETTERS, 2018, 59 (44) : 3958 - 3960
  • [7] Metal-Free Iodine-Catalyzed Oxidative Dehydrogenation of N-Heterocycles
    Li, Dengke
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (04)
  • [8] Vanadium-Catalyzed Dehydrogenation of N-Heterocycles in Water
    Zumbraegel, Nadine
    Sako, Makoto
    Takizawa, Shinobu
    Sasai, Hiroaki
    Groeger, Harald
    ORGANIC LETTERS, 2018, 20 (16) : 4723 - 4727
  • [9] Cu(I) Complexes Catalyzed the Dehydrogenation of N-Heterocycles
    Shen, Yangyang
    Chen, Fei
    Du, Zhihong
    Zhang, Hao
    Liu, Jichang
    Liu, Ning
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (07): : 4530 - 4537
  • [10] Photochemical oxidative dehydrogenation of saturated N-heterocycles by an iminoquinone
    Mandal, Baishanal
    Bains, Amreen K.
    Roy, Monojit
    Adhikari, Debashis
    CATALYSIS SCIENCE & TECHNOLOGY, 2023, 13 (22) : 6512 - 6518