Fe3O4 Nanoparticles: A Robust and Magnetically Recoverable Catalyst for Direct C-H Bond Selenylation and Sulfenylation of Benzothiazoles

被引:42
|
作者
Rafique, Jamal [1 ]
Saba, Sumbal [1 ]
Frizon, Tiago E. A. [2 ]
Braga, Antonio L. [1 ]
机构
[1] Univ Fed Santa Catarina, Dept Quim, Labselen, BR-88040900 Florianopolis, SC, Brazil
[2] Univ Fed Santa Catarina, Campus Ararangua, BR-88906072 Ararangua, SC, Brazil
来源
CHEMISTRYSELECT | 2018年 / 3卷 / 01期
基金
巴西圣保罗研究基金会;
关键词
Benzothiazoles; C-H bond chalcogenation; Fe3O4; nanoparticle; Selenide; Sustainable chemistry; UNSYMMETRICAL DIORGANYL CHALCOGENIDES; SOLVENT-FREE CONDITIONS; DIRECT THIOLATION; BORONIC ACIDS; S-ARYLATION; METAL; THIOLS; CYCLIZATION; EFFICIENT; DICHALCOGENIDES;
D O I
10.1002/slct.201702623
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we report the magnetically recoverable Fe3O4 nanoparticle-catalyzed synthesis of 2-organochalcogen-benzothiazoles via direct C-H bond chalcogenation. This new approach works under an air atmosphere, affording the desired products in good to excellent yields using benzothiazoles, a half-molar equiv. of various diorganyl dichalcogenides, and 10mol % of catalytic loading. The method is attractive due to the recyclability of the catalyst and tolerance of a wide range of functional groups.
引用
收藏
页码:328 / 334
页数:7
相关论文
共 50 条
  • [21] Direct C-H arylation of benzothiazoles by magnetically separable nano copper ferrite, a recyclable catalyst
    Satish, G.
    Reddy, K. Harsha Vardhan
    Anil, B. S. P.
    Ramesh, K.
    Kumar, R. Uday
    Nageswar, Y. V. D.
    TETRAHEDRON LETTERS, 2015, 56 (34) : 4950 - 4953
  • [22] Fe3O4 Nanoparticles Anchored on Carbon Serve the Dual Role of Catalyst and Magnetically Recoverable Entity in the Aerobic Oxidation of Alcohols
    Geng, Longlong
    Zheng, Bin
    Wang, Xiang
    Zhang, Wenxiang
    Wu, Shujie
    Jia, Mingjun
    Yan, Wenfu
    Liu, Gang
    CHEMCATCHEM, 2016, 8 (04) : 805 - 811
  • [23] Fe3O4 nanoparticle supported Ni(II) complexes: A magnetically recoverable catalyst for Biginelli reaction
    Girija, D.
    Naik, H. S. Bhojya
    Kumar, B. Vinay
    Sudhamani, C. N.
    Harish, K. N.
    ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (03) : 420 - 428
  • [24] Chromium containing Fe3O4/polyacrylonitrile-ethylenediamine as a magnetically recoverable catalyst for alcohol oxidation
    Heidarnezhad, Arash
    Zamani, Farzad
    CATALYSIS COMMUNICATIONS, 2015, 60 : 105 - 109
  • [25] The Novel Synthesis of Functionalized Indenopyrazolones Using Fe3O4 nanoparticles stabilized on MMT: An Efficient Magnetically Recoverable Heterogeneous Nanocomposite Catalyst
    Nasab, Narges Hosseini
    Safari, Javad
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (03) : 915 - 921
  • [26] Magnetically separable CuFe2O4 nanoparticles as a recoverable catalyst for the addition reaction of C(sp3)-H bond of azaarenes to aldehydes
    Wang, Zu-Li
    RSC ADVANCES, 2015, 5 (08): : 5563 - 5566
  • [27] Fe3O4 NANOPARTICLES AS AN EFFICIENT AND MAGNETICALLY RECOVERABLE CATALYST FOR FRIEDEL-CRAFTS ACYLATION REACTION IN SOLVENT-FREE CONDITIONS
    Hoseini, S. Jafar
    Nasrabadi, Hasan
    Azizi, Mahboobeh
    Beni, Alireza Salimi
    Khalifeh, Reza
    SYNTHETIC COMMUNICATIONS, 2013, 43 (12) : 1683 - 1691
  • [28] Immobilized VOsalpr on modified Fe3O4 nanoparticles as a magnetically separable epoxidation catalyst
    Hamidipour, Lida
    Farzaneh, Faezeh
    COMPTES RENDUS CHIMIE, 2014, 17 (09) : 927 - 933
  • [29] Direct C-H amination of benzothiazoles by magnetically recyclable CuFe2O4 nanoparticles under ligand-free conditions
    Satish, G.
    Reddy, K. Harsha Vardhan
    Anil, B. S. P.
    Shankar, J.
    Kumar, R. Uday
    Nageswar, Y. V. D.
    TETRAHEDRON LETTERS, 2014, 55 (40) : 5533 - 5538
  • [30] Synthesis and characterization of tribenzyl ammonium-tribromide supported on magnetic Fe3O4 nanoparticles: a robust magnetically recoverable catalyst for the oxidative coupling of thiols and oxidation of sulfides
    Shiri, Lotfi
    Ghorbani-Choghamarani, Arash
    Kazemi, Mosstafa
    RESEARCH ON CHEMICAL INTERMEDIATES, 2017, 43 (05) : 2707 - 2724