Synthesis of a novel acidic ionic liquid catalyst and its application for preparation of pyridines via a cooperative vinylogous anomeric-based oxidation

被引：7
|
作者：
Rahmati, Mohammad [1 ]
Habibi, Davood [1 ]
机构：
[1] Bu Ali Sina Univ, Dept Organ Chem, Fac Chem, Hamadan 6517838683, Hamadan, Iran
来源：
RESEARCH ON CHEMICAL INTERMEDIATES | 2021年 / 47卷 / 04期
关键词：
Acidic ionic liquid; Anomeric-based oxidation; Cooperative vinylogous anomeric-based oxidation; Ionic liquid; Pyridine; POT MULTICOMPONENT SYNTHESIS; FRIEDEL-CRAFTS ALKYLATION; ASYMMETRIC ORGANOCATALYSIS; MAGNETIC NANOPARTICLES; HYDROGEN; DERIVATIVES; GLYCALS; 2-AMINO-4,6-DIPHENYLNICOTINONITRILES; ORTHOAMIDES; CHLORIDE;
D O I：
10.1007/s11164-020-04361-y
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In the current study, a novel acidic ionic liquid catalyst based on 8-hydroxyquinoline, namely 8,8 ',8 ''-([1,3,5-triazine-2,4,6-triyl]tris[oxy])tris(1-sulfoquinolin-1-ium)chloride (TTS), was designed and synthesized. The structure of the prepared acidic ionic liquid (AIL) was fully investigated by using Fourier transform infrared (FT-IR) spectroscopy, energy dispersive X-ray (EDX) analysis, thermogravimetric analysis/differential thermal analysis (TGA/DTA), (HNMR)-H-1, (CNMR)-C-13 and mass spectroscopy. Then, the catalytic performance of described AIL was successfully inspected toward the four-component synthesis of pyridine derivatives via a cooperative vinylogous anomeric-based oxidation. Graphic abstract Novel AIL (TTS) showed a very high efficiency in the synthesis of pyridines.
引用
收藏
页码：1643 / 1661
页数：19
相关论文
共 50 条
  • [21] Ionic liquid-immobilized hybrid nanomaterial: an efficient catalyst in the synthesis of benzimidazoles and benzothiazoles via anomeric-based oxidation
    Bodaghifard, Mohammad Ali
    Shafi, Saeideh
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2021, 18 (03) : 677 - 687
  • [22] Catalytic synthesis of new pyrazolo [3,4-b] pyridine via a cooperative vinylogous anomeric-based oxidation
    Sepehrmansourie, Hassan
    Zarei, Mahmoud
    Zolfigol, Mohammad Ali
    Babaee, Saeed
    Azizian, Saeid
    Rostamnia, Sadegh
    SCIENTIFIC REPORTS, 2022, 12 (01)
  • [23] Synthesis of 2-Amino-6-(1H-Indol-3-yl)-4-Phenylnicotinonitriles and Bis(Indolyl) Pyridines Using a Novel Acidic Nanomagnetic Catalyst via a Cooperative Vinylogous Anomeric-Based Oxidation Mechanism
    Kalhor, Sima
    Yarie, Meysam
    Torabi, Morteza
    Zolfigol, Mohmmad Ali
    Rezaeivala, Majid
    Gu, Yanlong
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (07) : 4269 - 4285
  • [24] Ionic liquid-immobilized hybrid nanomaterial: an efficient catalyst in the synthesis of benzimidazoles and benzothiazoles via anomeric-based oxidation
    Mohammad Ali Bodaghifard
    Saeideh Shafi
    Journal of the Iranian Chemical Society, 2021, 18 : 677 - 687
  • [25] Catalytic synthesis of new pyrazolo [3,4-b] pyridine via a cooperative vinylogous anomeric-based oxidation
    Hassan Sepehrmansourie
    Mahmoud Zarei
    Mohammad Ali Zolfigol
    Saeed Babaee
    Saeid Azizian
    Sadegh Rostamnia
    Scientific Reports, 12
  • [26] Application of magnetic deep eutectic solvents as an efficient catalyst in the synthesis of new 1,2,3-triazole-nicotinonitrile hybrids via a cooperative vinylogous anomeric-based oxidation
    Navazeni, Monireh
    Zolfigol, Mohammad Ali
    Torabi, Morteza
    Khazaei, Ardeshir
    RSC ADVANCES, 2024, 14 (47) : 34668 - 34678
  • [27] A convenient method for synthesis of terpyridines via a cooperative vinylogous anomeric based oxidation
    Karimi, Fatemeh
    Yarie, Meysam
    Zolfigol, Mohammad Ali
    RSC ADVANCES, 2020, 10 (43) : 25828 - 25835
  • [28] Application of New Magnetic Graphene Oxide-Porphyrin Nanoparticles for Synthesis of Pyridines and Pyrimidines via Anomeric-Based Oxidation
    Dashteh, Mohammad
    Baghery, Saeed
    Zolfigol, Mohammad Ali
    Khazaei, Ardeshir
    Khajevand, Masuood
    CHEMISTRYSELECT, 2022, 7 (38):
  • [29] Catalytic Application of a Novel Basic Alkane-sulfonate Metal-organic Frameworks in the Preparation of Pyrido[2,3-d]pyrimidines via a Cooperative Vinylogous Anomeric-based Oxidation
    Ahmadi, Hossein
    Zarei, Mahmoud
    Zolfigol, Mohammad Ali
    CHEMISTRYSELECT, 2022, 7 (47):
  • [30] Catalytic application of a bimetallic-organic framework with phosphorus acid groups in the preparation of pyrido[2,3-d]pyrimidines via cooperative vinylogous anomeric-based oxidation
    Ataee-Najari, Ali Reza
    Rasooll, Milad Mohammadi
    Zarei, Mahmoud
    Zolfigol, Mohammad Ali
    Ghorbani-Choghamarani, Arash
    Hosseinifard, Mojtaba
    RSC ADVANCES, 2025, 15 (13) : 10150 - 10163
12345