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
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 15期
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
  • [31] One-pot diastereoselective synthesis of α-aminonitriles from aldehydes, chiral amines, and trimethylsilyl cyanide under solvent-free conditions
    A. Kazemeini
    N. Azizi
    M. R. Saidi
    Russian Journal of Organic Chemistry, 2006, 42 : 48 - 51
  • [32] Nanocrystalline MgAl2O4 as an efficient catalyst for one-pot synthesis of multisubstituted imidazoles under solvent-free conditions
    Safari, Javad
    Akbari, Zahra
    Naseh, Simin
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2016, 20 : S250 - S255
  • [33] Green and Efficient One-Pot Synthesis of 2-Amino-3-phenylsulphonyl-4H-chromenes under Solvent-Free Conditions
    Yu Xiaomeng
    Hu Xiaoyun
    Zhou Zhongqiang
    IRANIAN JOURNAL OF CHEMISTRY & CHEMICAL ENGINEERING-INTERNATIONAL ENGLISH EDITION, 2018, 37 (05): : 31 - 38
  • [34] Bovine serum albumin: An efficient and green biocatalyst for the one-pot four-component synthesis of pyrano [2,3-c]pyrazoles
    Huang, Xingtian
    Li, Zhipeng
    Wang, Ongyang
    Li, Yiqun
    CHINESE JOURNAL OF CATALYSIS, 2016, 37 (09) : 1461 - 1468
  • [35] D,L-proline-catalyzed one-pot synthesis of pyrans and pyrano[2,3-c]pyrazole derivatives by a grinding method under solvent-free conditions
    Guo, Shao-Bo
    Wang, Shu-Xiang
    Li, Ji-Tai
    SYNTHETIC COMMUNICATIONS, 2007, 37 (13) : 2111 - 2120
  • [36] Montmorillonite as a Heterogeneous Catalyst in the Efficient, Mild and One Pot Synthesis of Schiff Bases under Solvent-Free Conditions
    Naeimi, Hossein
    Rabiei, Khadijeh
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2012, 59 (02) : 208 - 212
  • [37] One-pot synthesis of multisubstituted imidazoles catalyzed by Dendrimer-PWAn nanoparticles under solvent-free conditions and ultrasonic irradiation
    Esmaeilpour, Mohsen
    Javidi, Jaber
    Dehghani, Farzaneh
    Zahmatkesh, Saeed
    RESEARCH ON CHEMICAL INTERMEDIATES, 2017, 43 (01) : 163 - 185
  • [38] Graphene oxide-chitosan bionanocomposite: a highly efficient nanocatalyst for the one-pot three-component synthesis of trisubstituted imidazoles under solvent-free conditions
    Maleki, Ali
    Paydar, Reza
    RSC ADVANCES, 2015, 5 (42): : 33177 - 33184
  • [39] Al(H2PO4)3 as an Efficient and Reusable Catalyst for One-pot Three-component Synthesis of α-Amino Phosphonates under Solvent-free Conditions
    Maghsoodlou, Malek Taher
    Habibi-Khorassani, Sayyed Mostafa
    Heydari, Reza
    Hazeri, Nourollah
    Sajadikhah, Seyed Sajad
    Rostamizadeh, Mohsen
    CHINESE JOURNAL OF CHEMISTRY, 2010, 28 (02) : 285 - 288
  • [40] Iron fluoride: the most efficient catalyst for one-pot synthesis of 4H-pyrimido[2,1-b]benzothiazoles under solvent-free conditions
    Atar, Amol B.
    Jeong, Yong Seok
    Jeong, Yeon Tae
    TETRAHEDRON, 2014, 70 (34) : 5207 - 5213
12345