An unprecedented cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides

被引:7
|
作者
Zhang, Qian [1 ,2 ]
Li, Juanjuan [1 ,2 ]
Li, Jiale [2 ]
Yuan, Songdong [1 ,2 ]
Li, Dong [1 ]
机构
[1] Hubei Univ Technol, Hubei Collaborat Innovat Ctr High Efficiency Util, Wuhan 430068, Peoples R China
[2] Hubei Univ Technol, Sch Mat & Chem Engn, Wuhan 430068, Peoples R China
基金
中国国家自然科学基金;
关键词
Cobalt; Aroylation; Amine; Aroyl peroxide; ASYMMETRIC ALPHA-BENZOYLOXYLATION; DECARBOXYLATIVE ORTHO-ARYLATION; H BOND FUNCTIONALIZATION; ACYL PEROXIDES; COUPLING REAGENTS; SECONDARY AMIDES; BENZOYL PEROXIDE; CARBOXYLIC-ACIDS; TRANSAMIDATION; REACTIVITY;
D O I
10.1016/j.tetlet.2020.152399
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and facile cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides was developed for the synthesis of aryl amides. It was unprecedented that C-N bond formation product was selectively generated without the common N-O bond formation product. Aroyl peroxides act as the sole aroylation reagent without additional base or oxidant. The reactions proceeded under mild conditions and showed broad substrates scope with a series of primary amines and aroyl peroxides. (C) 2020 Elsevier Ltd. All rights reserved.
引用
收藏
页数:5
相关论文
共 50 条
  • [1] A Selective and General Cobalt-Catalyzed Hydroaminomethylation of Olefins to Amines
    Yang, Ji
    Delolo, Fabio G.
    Spannenberg, Anke
    Jackstell, Ralf
    Beller, Matthias
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (02)
  • [2] Cobalt-Catalyzed Acceptorless Dehydrogenation of Primary Amines to Nitriles
    Tian, Haitao
    Ding, Cai-Yun
    Liao, Rong-Zhen
    Li, Man
    Tang, Conghui
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (17) : 11801 - 11810
  • [3] Homogeneous cobalt-catalyzed reductive amination for synthesis of functionalized primary amines
    Kathiravan Murugesan
    Zhihong Wei
    Vishwas G. Chandrashekhar
    Helfried Neumann
    Anke Spannenberg
    Haijun Jiao
    Matthias Beller
    Rajenahally V. Jagadeesh
    [J]. Nature Communications, 10
  • [4] Homogeneous cobalt-catalyzed reductive amination for synthesis of functionalized primary amines
    Murugesan, Kathiravan
    Wei, Zhihong
    Chandrashekhar, Vishwas G.
    Neumann, Helfried
    Spannenberg, Anke
    Jiao, Haijun
    Beller, Matthias
    Jagadeesh, Rajenahally V.
    [J]. NATURE COMMUNICATIONS, 2019, 10 (1)
  • [5] COBALT-CATALYZED PHOTOCHEMICAL CARBONYLATION OF ALLYLIC AMINES
    MORI, S
    MATSUYOSHI, H
    KUDO, K
    SUGITA, N
    [J]. CHEMISTRY LETTERS, 1991, (08) : 1397 - 1400
  • [6] Cobalt-Catalyzed Dehydrogenative Coupling of Amines into Imines
    Bottaro, Fabrizio
    Takallou, Ahmad
    Chehaiber, Ahmad
    Madsen, Robert
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (42) : 7164 - 7168
  • [7] Cobalt-Catalyzed Remote Hydroboration of Alkenyl Amines
    Lei, Yaqin
    Huang, Jiaxin
    Zhao, Wanxiang
    [J]. ORGANIC LETTERS, 2021, 23 (20) : 7797 - 7802
  • [8] Cobalt-Catalyzed Alkylation of Aromatic Amines by Alcohols
    Roesler, Sina
    Ertl, Michael
    Irrgang, Torsten
    Kempe, Rhett
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (50) : 15046 - 15050
  • [9] Cobalt-catalyzed selective hydroacylation of alkynes
    Wu, Jian
    Gao, Wen-Xia
    Huang, Xiao-Bo
    Zhou, Yun-Bing
    Liu, Miao-Chang
    Wu, Hua-Yue
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (21) : 6048 - 6052
  • [10] Cobalt-Catalyzed Selective Transformation of Levulinic Acid and Amines into Pyrrolidines and Pyrrolidinones using Hydrogen
    Pan, Yixiao
    Luo, Zhenli
    Yang, Ji
    Han, Jiahong
    Yang, Jianbo
    Yao, Zhen
    Xu, Lijin
    Wang, Peng
    Shi, Qian
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (16) : 2830 - 2836