Iron-Catalyzed C(sp3)-C(sp3) Bond Formation in 3,4-Dihydro-1,4-benzoxazin-2-ones

被引:13
|
作者
Dong, Jie [1 ]
Min, Wenjian [1 ]
Li, Haitao [1 ]
Quan, Zhengjun [1 ]
Yang, Caixia [1 ]
Huo, Congde [1 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
iron-catalyzed; carbon-carbon bond formation; one electron oxidation; benzoxazinone; dehydrogenative coupling; DEHYDROGENATIVE COUPLING REACTIONS; C-H FUNCTIONALIZATION; TRANSITION-METAL; VISIBLE-LIGHT; HETEROGENEOUS CATALYSIS; MOLECULAR-OXYGEN; GLYCINE DERIVATIVES; ORGANIC-SYNTHESIS; NANOPARTICLES; ELECTRON;
D O I
10.1002/adsc.201700816
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A convenient iron-catalyzed oxidative dehydrogenative coupling reaction of 3,4-Dihydro-1,4-benzoxazin-2-ones with malonic esters or ketones was performed under mild reaction conditions to construct alkyl-alkyl C(sp(3))-C(sp(3)) bonds. This transformation can be catalyzed efficiently by magnetically recoverable iron nanoparticles and the catalyst can be recycled easily for 7 times without decreasing activity.
引用
收藏
页码:3940 / 3944
页数:5
相关论文
共 50 条
  • [41] Copper-catalyzed transfer methylenation via C(sp3)-C(sp3) bond cleavage of alcohols
    Hong, Chuan-Ming
    Zhuang, Xin
    Luo, Zhen
    Xiong, Si-Qi
    Liu, Zheng-Qiang
    Li, Qing-Lin
    Zou, Fei-Fei
    Li, Qing-Hua
    Liu, Tang-Lin
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (23) : 6547 - 6555
  • [42] Iron-catalyzed cascade reaction of C(sp3)-Se bond cross-coupling/C-N bond formation
    Zhou, Xinyan
    Hao, Jin
    Kong, Yilin
    Xu, Runsheng
    CHEMICAL COMMUNICATIONS, 2021, 57 (44) : 5426 - 5429
  • [43] The Formation of C( sp3 )-C( sp3 ) by Visible-Light Photocatalysis
    Yi, Xiangyan
    Huang, Fei
    Baell, Jonathan B.
    Huang, He
    Yu, Yang
    PROGRESS IN CHEMISTRY, 2019, 31 (04) : 505 - 515
  • [44] Cu-Catalyzed aerobic oxidative cleavage of C(sp3)-C(sp3) bond: Synthesis of α-ketoamides
    Zhang, Jingming
    Liu, Chengkou
    Yang, Man
    Fang, Zheng
    Guo, Kai
    TETRAHEDRON LETTERS, 2020, 61 (47)
  • [45] C(sp3)-C(sp3) bond formation via copper/Bronsted acid co-catalyzed C(sp3)-H bond oxidative cross-dehydrogenative-coupling (CDC) of azaarenes
    Wang, Fang-Fang
    Luo, Cui-Ping
    Deng, Guojun
    Yang, Luo
    GREEN CHEMISTRY, 2014, 16 (05) : 2428 - 2431
  • [46] Iron-Catalyzed Amination of Strong Aliphatic C(sp3)-H Bonds
    Das, Sandip Kumar
    Roy, Satyajit
    Khatua, Hillol
    Chattopadhyay, Buddhadeb
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (38) : 16211 - 16217
  • [47] Iron-Catalyzed Intermolecular Amination of Benzylic C(sp3)-H Bonds
    Khatua, Hillol
    Das, Subrata
    Patra, Sima
    Das, Sandip Kumar
    Roy, Satyajit
    Chattopadhyay, Buddhadeb
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (48) : 21858 - 21866
  • [48] Iron-catalyzed C(sp3)-H phosphorylation via photoinduced LMCT
    Liu, Hongchi
    Wang, Kaifang
    Ye, Sunfeng
    Zhu, Qiming
    Huang, Hanmin
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (07): : 2027 - 2032
  • [49] Iron-catalyzed C(sp2)-C(sp3) cross-coupling at low catalyst loading
    Bisz, Elwira
    Kardela, Marlena
    Piontek, Aleksandra
    Szostak, Michal
    CATALYSIS SCIENCE & TECHNOLOGY, 2019, 9 (05) : 1092 - 1097
  • [50] Iron-catalyzed alkenylation of cyclic ethers via decarboxylative sp3(C)-sp2(C) coupling
    Zhao, Jincan
    Zhou, Wei
    Han, Jianlin
    Li, Guigen
    Pan, Yi
    TETRAHEDRON LETTERS, 2013, 54 (48) : 6507 - 6510