Direct C-H amination reactions of arenes with N-hydroxyphthalimides catalyzed by cuprous bromide

被引:3
|
作者
Zhang, Dongming [1 ]
Lv, Bin [1 ]
Gao, Pan [1 ]
Jia, Xiaodong [1 ]
Yuan, Yu [1 ]
机构
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
来源
关键词
amination; copper; N-hydroxyphthalimides; radical reactions; triethyl phosphite; BOND FORMATION; ACTIVATION; AMIDATION; REACTIVITY; COMPLEXES; EFFICIENT;
D O I
10.3762/bjoc.18.65
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient Cu-catalyzed strategy for the direct C???H amination of arenes in high yields using N-hydroxyphthalimide as the amidyl radical precursor under air is reported. A possible mechanism is proposed that proceeds via a radical reaction in the presence of CuBr and triethyl phosphite.
引用
收藏
页码:647 / 652
页数:6
相关论文
共 50 条
  • [21] Directing-Group-Assisted Transition-Metal-Catalyzed Direct Intermolecular C-H Amidation and Amination of Arenes
    Zhou, Yirong
    Yuan, Jianjun
    Yang, Qin
    Xiao, Qiang
    Peng, Yiyuan
    CHEMCATCHEM, 2016, 8 (13) : 2178 - 2192
  • [22] Organocatalytic Atroposelective C-H Amination of Arenes with Indolines
    Wang, Tiantian
    An, Shaoran
    Sun, Jiangtao
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 28 (03)
  • [23] Transition Metals Catalyzed Direct C-H Chalcogentaion of Arenes and Heteroarenes
    Mahata, Atanu
    Garain, Madhusudan
    Roy, Totan
    Gorai, Dilip
    Kundu, Debasish
    CURRENT ORGANIC SYNTHESIS, 2024, 21 (06) : 764 - 795
  • [24] Rhodium-Catalyzed C-H Amination: A Case Study of Selectivity in C-H Functionalization Reactions
    Mack, James B. C.
    Bedell, T. Aaron
    DeLuca, Ryan J.
    Hone, Graham A. B.
    Roizen, Jennifer L.
    Cox, Charles T.
    Sorensen, Erik J.
    Du Bois, J.
    JOURNAL OF CHEMICAL EDUCATION, 2018, 95 (12) : 2243 - 2248
  • [25] Manganese(I)-Catalyzed Direct C-H Allylation of Arenes with Allenes
    Chen, Shi-Yong
    Li, Qingjiang
    Wang, Honggen
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (20): : 11173 - 11181
  • [26] Fe-Catalyzed Direct α C-H Amination of Carbonyl Compounds
    Murru, Siva
    Lott, Charles Seth
    Fronczek, Frank R.
    Srivastava, Radhey S.
    ORGANIC LETTERS, 2015, 17 (09) : 2122 - 2125
  • [27] Oxidative C-H amination reactions
    Louillat, Marie-Laure
    Patureau, Frederic W.
    CHEMICAL SOCIETY REVIEWS, 2014, 43 (03) : 901 - 910
  • [28] Direct Synthesis of N-H Carbazoles via Iridium(III)-Catalyzed Intramolecular C-H Amination
    Suzuki, Chiharu
    Hirano, Koji
    Satoh, Tetsuya
    Miura, Masahiro
    ORGANIC LETTERS, 2015, 17 (06) : 1597 - 1600
  • [29] Pd(H)-Catalyzed C-H Amination for N-Heterocyclic Synthesis
    Jeong, Eun Joo
    Youn, So Won
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2014, 35 (09) : 2611 - 2612
  • [30] Facile synthesis of N-aryl phenothiazines and phenoxazines via Bronsted acid catalyzed C-H amination of arenes
    Xia, Wang
    Zhou, Zi-An
    Lv, Jie
    Xiang, Shao-Hua
    Wang, Yong-Bin
    Tan, Bin
    CHEMICAL COMMUNICATIONS, 2022, 58 (10) : 1613 - 1616