A one-pot, pseudo four-component synthesis of novel benzopyrano[2,3-b]pyridines under solvent-free conditions

被引:20
|
作者
Olyaei, Abolfazl [1 ]
Vaziri, Mohsen [1 ]
Razeghi, Reza [1 ]
机构
[1] Payame Noor Univ, Dept Chem, Tehran, Iran
关键词
Naphthol; Benzopyranopyridine; Malononitrile; Aldehyde; Knoevenagel condensation; NAD(+)-DEPENDENT DNA-LIGASE; BIS-SCHIFF BASES; CONVENIENT; FLINDERSINE; PRODUCTS; PROTEIN; SYSTEM;
D O I
10.1016/j.tetlet.2013.01.124
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile, one-pot, pseudo four-component catalyst- and solvent-free synthesis of novel benzopyrano[2,3-b]pyridines is achieved by Michael addition of various naphthols to iminocoumarin derivatives obtained from Knoevenagel condensation of salicylaldehydes with malononitrile, which can be attacked by another molecule of malononitrile to afford the title products. The advantages of this procedure are mild reaction conditions, high yields of products, generality, short reaction times and operational simplicity. (C) 2013 Published by Elsevier Ltd.
引用
收藏
页码:1963 / 1966
页数:4
相关论文
共 50 条
  • [1] An efficient one-pot synthesis of 2-aminopyrimidinomethylnaphtols under solvent-free conditions
    Safarzaei, Mohyeddin
    Maghsoodlou, Malek Taher
    Mollashahi, Ebrahim
    Hazeri, Nourallah
    Lashkari, Mojtaba
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2019, 66 (05) : 543 - 547
  • [2] One-Pot Synthesis of Mannich Bases Under Solvent-Free Conditions
    Demirkol, Onur
    Akbaslar, Dilek
    Giray, Sultan
    Anil, B. Baris
    SYNTHETIC COMMUNICATIONS, 2014, 44 (09) : 1279 - 1285
  • [3] An Unexpected Diastereoselective Synthesis of Novel Substituted Pyridines via One-Pot, Four-Component Reaction
    Zangouei, Mahdieh
    Esmaeili, Abbas Ali
    Mague, Joel T.
    SYNLETT, 2016, 27 (11) : 1669 - 1673
  • [4] One-pot synthesis of xanthene derivatives under solvent-free conditions
    Dabiri, Minoo
    Azimi, Seyyedeh C.
    Bazgir, Ayoob
    CHEMICAL PAPERS, 2008, 62 (05): : 522 - 526
  • [5] One-pot synthesis of xanthene derivatives under solvent-free conditions
    Minoo Dabiri
    Seyyedeh C. Azimi
    Ayoob Bazgir
    Chemical Papers, 2008, 62 : 522 - 526
  • [6] One-pot synthesis of 2-amino-3-cyanopyridine derivatives under solvent-free conditions
    Ghorbani-Vaghei, Ramin
    Toghraei-Semiromi, Zahra
    Karimi-Nami, Rahman
    COMPTES RENDUS CHIMIE, 2013, 16 (12) : 1111 - 1117
  • [7] Trifluoroacetic Acid as an Efficient Catalyst for One-Pot, Four-Component Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles Under Microwave-Assisted, Solvent-Free Conditions
    Mohammadizadeh, Mohammad R.
    Hasaninejad, Alireza
    Bahramzadeh, M.
    SYNTHETIC COMMUNICATIONS, 2009, 39 (18) : 3232 - 3242
  • [8] 'On-water' one-pot pseudo four-component domino protocol for the synthesis of novel benzo[a]cyclooctenes
    Maharani, Seeni
    Kumar, Raju Ranjith
    TETRAHEDRON LETTERS, 2013, 54 (35) : 4800 - 4802
  • [9] One-pot copper nanoparticle-catalyzed synthesis of imidazo[1,2-a]pyridines under solvent-free conditions
    Chenglong Zong
    Runsheng Zeng
    Jianping Zou
    Chemical Research in Chinese Universities, 2014, 30 : 632 - 638
  • [10] One-pot Copper Nanoparticle-catalyzed Synthesis of Imidazo[1,2-a]pyridines Under Solvent-free Conditions
    Zong Chenglong
    Zeng Runsheng
    Zou Jianping
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2014, 30 (04) : 632 - 638