Synthesis of Unnatural Arundines Using a Magnetically Reusable Copper Ferrite Catalyst

被引:13
作者
Ha, Pha T. [1 ]
Nguyen, Oanh T. K. [1 ]
Huynh, Khoa D. [1 ]
Nguyen, Tung T. [1 ]
Phan, Nam T. S. [1 ]
机构
[1] HCMC Univ Technol, VNU HCM, Fac Chem Engn, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
关键词
copper ferrite; C-H functionalization; indoles; Arundine; dimerization; C-H BONDS; LIGAND-FREE CONDITIONS; ONE-POT SYNTHESIS; CUFE2O4; NANOPARTICLES; METHYLENATING REAGENT; ARYLATION; INDOLES; CUO; BIS; FUNCTIONALIZATION;
D O I
10.1055/s-0037-1610227
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report a method for copper ferrite-catalyzed coupling of indoles and N,N-dimethylacetamide (DMA) to afford Arundine derivatives. Halogen, methoxy, boronate ester, and trimethylsilyl functionalities are compatible with reaction conditions. Unprotected or sterically hindered indoles are also competent substrates. Indoles containing competitively reactive pyrazoles deliver the desired products in reasonable yields. The copper ferrite is easily recovered and reused, up to nine times without a significant yield loss.
引用
收藏
页码:2031 / 2034
页数:4
相关论文
共 50 条
  • [41] Synthesis of Lutein Esters by Using a Reusable Lipase-Pluronic Conjugate as the Catalyst
    Hou, Miao
    Wang, Rui
    Wu, Xiaoling
    Zhang, Yifei
    Ge, Jun
    Liu, Zheng
    CATALYSIS LETTERS, 2015, 145 (10) : 1825 - 1829
  • [42] Nano TiO2/SiO2: An efficient and reusable catalyst for the synthesis of oxindole derivatives
    Haghighi, Maryam
    Nikoofar, Kobra
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2016, 20 (01) : 101 - 106
  • [43] Copper ferrite superparamagnetic nanoparticles as a heterogeneous catalyst for directed phenol/formamide coupling
    Nguyen, Chung K.
    Nguyen, Ngon N.
    Tran, Kien N.
    Nguyen, Viet D.
    Nguyen, Tung T.
    Le, Dung T.
    Phan, Nam T. S.
    TETRAHEDRON LETTERS, 2017, 58 (34) : 3370 - 3373
  • [44] Functionalized Polystyrene Supported Copper(I) Complex as an Effective and Reusable Catalyst for Propargylamines Synthesis in Aqueous Medium
    Islam, Md. Mominul
    Roy, Anupam Singha
    Islam, Sk. Manirul
    CATALYSIS LETTERS, 2016, 146 (06) : 1128 - 1138
  • [45] Nanodomain cubic copper (I) oxide as reusable catalyst for the synthesis of amides by amidation of aryl halides with isocyanides
    Sarkar, Swarbhanu
    Pal, Rammyani
    Roy, Manas
    Chatterjee, Nivedita
    Sarkar, Sabyasachi
    Sen, Asish Kumar
    TETRAHEDRON LETTERS, 2015, 56 (04) : 623 - 626
  • [46] Functionalized Polystyrene Supported Copper(I) Complex as an Effective and Reusable Catalyst for Propargylamines Synthesis in Aqueous Medium
    Md. Mominul Islam
    Anupam Singha Roy
    Sk. Manirul Islam
    Catalysis Letters, 2016, 146 : 1128 - 1138
  • [47] Magnetic ordered mesoporous copper ferrite as a heterogeneous Fenton catalyst for the degradation of imidacloprid
    Wang, Yanbin
    Zhao, Hongying
    Li, Mingfang
    Fan, Jiaqi
    Zhao, Guohua
    APPLIED CATALYSIS B-ENVIRONMENTAL, 2014, 147 : 534 - 545
  • [48] CuFe2O4 NANOPARTICLES: A MAGNETICALLY RECOVERABLE AND REUSABLE CATALYST FOR THE SYNTHESIS OF COUMARINS VIA PECHMANN REACTION IN WATER
    Baghbanian, Seyed Meysam
    Farhang, Maryam
    SYNTHETIC COMMUNICATIONS, 2014, 44 (05) : 697 - 706
  • [49] Three-component synthesis of cyclic β-aminoesters using CeO2 nanoparticles as an efficient and reusable catalyst
    Safaei-Ghomi, Javad
    Kalhor, Sima
    Shahbazi-Alavi, Hossein
    Asgari-Kheirabadi, Mehrnoosh
    TURKISH JOURNAL OF CHEMISTRY, 2015, 39 (04) : 843 - 849
  • [50] Magnetically Separable Recyclable Nano-ferrite Catalyst for the Synthesis of Acridinediones and Their Derivatives under Solvent-free Conditions
    Mahesh, Palla
    Guruswamy, Kolakaluri
    Diwakar, Bhagavathula Subrahmanya
    Devi, Bhoomireddy Rama
    Murthy, Yellajyosula Lakshmi Narasimha
    Kollu, Pratap
    Pammi, Venkata Narayan
    CHEMISTRY LETTERS, 2015, 44 (10) : 1386 - 1388