A facile one-pot green synthesis and antibacterial activity of 2-amino-4H-pyrans and 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes

被引:446
|
作者
Kumar, Dalip [1 ]
Reddy, V. Buchi [1 ]
Sharad, Shashwat [2 ]
Dube, Urvashi [2 ]
Kapur, Suman [2 ]
机构
[1] Birla Inst Technol & Sci, Chem Grp, Pilani 333031, Rajasthan, India
[2] Birla Inst Technol & Sci, Biol Sci Grp, Pilani 333031, Rajasthan, India
关键词
Multi-component reaction; Tetrahydro-4H-chromenes; 2-Amino-4H-pyrans; Magnesium oxide; Antibacterial activity; MAGNESIUM-OXIDE; SOLVENT-FREE; SOLID-STATE; DERIVATIVES; KNOEVENAGEL; NITRILES; REAGENTS;
D O I
10.1016/j.ejmech.2009.04.017
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A facile one-pot expeditious synthesis of 2-amino-4H-pyrans and 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes has been described under solvent-free conditions using magnesium oxide as a catalyst in very good yields. The reaction catalyst, magnesium oxide was reused and recycled without any loss of activity and product yield. All the synthesized compounds were screened for in vitro antibacterial activity, and compounds 3a, 3b, 3f, 4b, 4c, 4d, 4e and 4g showed complete inhibition of bacterial growth at 128 mu g/mL or less and the rest of the compounds exhibited incomplete inhibition. (C) 2009 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:3805 / 3809
页数:5
相关论文
共 50 条
  • [1] Reusable silica-bonded S-sulfonic acid catalyst for three-component synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes and 2-amino-4H-pyrans in aqueous ethanol
    Aswin, K.
    Mansoor, S. Sheik
    Logaiya, K.
    Sudhan, S. P. N.
    Malik, V. Saleem
    Ramadoss, H.
    RESEARCH ON CHEMICAL INTERMEDIATES, 2014, 40 (08) : 2583 - 2598
  • [2] Reusable silica-bonded S-sulfonic acid catalyst for three-component synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes and 2-amino-4H-pyrans in aqueous ethanol
    K. Aswin
    S. Sheik Mansoor
    K. Logaiya
    S. P. N. Sudhan
    V. Saleem Malik
    H. Ramadoss
    Research on Chemical Intermediates, 2014, 40 : 2583 - 2598
  • [3] A facile solvent-free one-pot three-component method for the synthesis of 2-amino-4H-pyrans and tetrahydro-4H-chromenes at ambient temperature
    Amirnejad, Meysam
    Naimi-Jamal, Mohammad Reza
    Tourani, Hesam
    Ghafuri, Hossein
    MONATSHEFTE FUR CHEMIE, 2013, 144 (08): : 1219 - 1225
  • [4] Facile one-pot green synthesis of some new annulated polyfunctionalised 2-amino-4H-pyrans
    Nasiri, Farough
    Zolali, Amin
    JOURNAL OF CHEMICAL RESEARCH, 2013, (09) : 559 - 562
  • [5] Application of Box-Behnken Design in Synthesis of 2-Amino-5-oxo-5,6,7,8-Tetrahydro-4H-Chromenes Using Tetrabutylammonium Hydrogen Sulfate (TBAHS)
    Abdoli-Senejani, M.
    Isfahani, T. Momeni
    Khanlari, S.
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2019, 51 (05) : 486 - 497
  • [6] A facile solvent-free one-pot three-component method for the synthesis of 2-amino-4H-pyrans and tetrahydro-4H-chromenes at ambient temperature
    Meysam Amirnejad
    Mohammad Reza Naimi-Jamal
    Hesam Tourani
    Hossein Ghafuri
    Monatshefte für Chemie - Chemical Monthly, 2013, 144 : 1219 - 1225
  • [7] A facile one-pot synthesis of tetrahydrobenzo[b]pyrans and 2-amino-4H-chromenes under green conditions
    Momeni, Sarieh
    Ghorbani-Vaghei, Ramin
    RSC ADVANCES, 2024, 14 (30) : 21608 - 21622
  • [8] Organocatalyzed enantioselective synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylates
    Ramireddy, Naresh
    Abbaraju, Santhi
    Zhao, Cong-Gui
    TETRAHEDRON LETTERS, 2011, 52 (50) : 6792 - 6795
  • [9] Efficient Synthesis of 5-Oxo-5,6,7,8-Tetrahydro-4H-Chromenes Assisted by Poly(4-Vinylpyridine)
    Nasirmahale, Leyla Nazemi
    Shirini, Farhad
    Tajik, Hassan
    Jolodar, Omid Goli
    POLYCYCLIC AROMATIC COMPOUNDS, 2020, 40 (02) : 475 - 483
  • [10] A Facile One-Pot and Green Multi-Component Synthesis of 2-Amino-4H-pyrans Promoted by Pyridinium p-Toluenesulfonate in Aqueous Medium
    Boureghda, Chaima
    Khodja, Imene Amine
    Carboni, Bertrand
    Boulcina, Raouf
    Kermiche, Oumeima
    Debache, Abdelmadjid
    LETTERS IN ORGANIC CHEMISTRY, 2016, 13 (07) : 482 - 490