An Efficient, Microwave-Assisted, One-Pot Synthesis of Fluorinated 2,5-Disubstituted 1,3,4-Oxdiazole Derivative

被引：2
|
作者：
Dhotre, Bharat K. [1 ]
Patharia, Murtaza A. [2 ]
Raut, Santosh, V [3 ]
Pathan, Mohd Arif [3 ]
机构：
[1] Swami Vivekanand Senior Coll Mantha, Dept Chem, Mantha, Maharashtra, India
[2] NFIL Surat, Navin Res & Innovat Ctr, Surat, India
[3] Maulana Azad Coll Aurangabad, Dept Chem, Aurangabad, Maharashtra, India
来源：
POLYCYCLIC AROMATIC COMPOUNDS | 2021年 / 41卷 / 05期
关键词：
1; 3; 4-oxdiazole; CAN; isoniazid; nicotinic acid hydrazide; microwave irradiation; PEG-400; SOLVENT-FREE SYNTHESIS; HETEROCYCLIC-COMPOUNDS; 1,3,4-OXADIAZOLES; OXADIAZOLES; CATALYST;
D O I：
10.1080/10406638.2019.1635173
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Efficient, rapid, and green procedure has been developed for the synthesis fluorinated 2,5-disubstituted 1,3,4-oxdiazoles using one-pot reaction of isoniazid or nicotic acid hydrazide and different fluorinated acid in the presence of ceric ammonium nitrate in PEG-400 as a solvent under microwave irradiation. The synthesized compounds were characterized by H-1 NMR, C-13 NMR, IR, and mass spectra. The yields are good to excellent, the process is rapid. The protocol was shown to have some advantageous such as short reaction time, low cost, eco-friendly catalyst, and mild reaction conditions.
引用
收藏
页码：974 / 981
页数：8
相关论文
共 50 条
  • [11] Efficient Synthesis of 2,5-Disubstituted Chalcogenophenes by a One-pot, Stepwise Glaser Coupling - Cycloaddition Sequence
    Li, Shiju
    Liu, Fanmin
    Qian, Chao
    Zhou, Shaodong
    CHEMISTRYSELECT, 2023, 8 (38):
  • [12] Microwave-assisted efficient, one-pot, three-component synthesis of 3,5-disubstituted 1,2,4-oxadiazoles under solvent-free conditions
    Adib, M
    Jahromi, AH
    Tavoosi, N
    Mahdavi, M
    Bijanzadeh, HR
    TETRAHEDRON LETTERS, 2006, 47 (17) : 2965 - 2967
  • [13] An Efficient One-Pot Synthesis of 3,5-Disubstituted 1H-Pyrazoles
    Wu, Lei-Lei
    Ge, Yi-Cen
    He, Ting
    Zhang, Lei
    Fu, Xing-Li
    Fu, Hai-Yan
    Chen, Hua
    Li, Rui-Xiang
    SYNTHESIS-STUTTGART, 2012, 44 (10): : 1577 - 1583
  • [14] Microwave-assisted one-pot synthesis of 1,2,3,4-tetrahydrocarbazoles
    Chen, J
    Hu, YZ
    SYNTHETIC COMMUNICATIONS, 2006, 36 (11) : 1485 - 1494
  • [15] Microwave-assisted and efficient one-pot synthesis of substituted 1,2,4-triazoles
    Li, DL
    Bao, HL
    You, TP
    HETEROCYCLES, 2005, 65 (08) : 1957 - 1962
  • [16] A One-Pot Synthesis-Functionalization Strategy for Streamlined Access to 2,5-Disubstituted 1,3,4-Oxadiazoles from Carboxylic Acids
    Matheau-Raven, Daniel
    Dixon, Darren J.
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (18): : 12498 - 12505
  • [17] Efficient One-Pot Synthesis of 3,5-Disubstituted 1,3,4-Thiadiazole from Dithioesters under Mild Condition
    Kemparajegowda
    Swarup, Hassan A.
    Sandhya, Nagarakere C.
    Rangappa, Shobith
    Mantelingu, Kempegowda
    Rangappa, Kanchugarakoppal S.
    CHEMISTRYSELECT, 2019, 4 (15): : 4611 - 4614
  • [18] A facile one-pot synthesis of 2,5-disubstituted oxazoles using iodobenzene diacetate
    Varma, RS
    Kumar, D
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 35 (06) : 1533 - 1534
  • [19] Iron-Promoted Practical One-Pot Synthesis of 2,5-Disubstituted Oxazoles
    Chen Songhui
    Bai Donghu
    Shi Feng
    Li Jian
    Li Chunju
    Jia Xueshun
    CHINESE JOURNAL OF CHEMISTRY, 2012, 30 (07) : 1464 - 1468
  • [20] One-pot synthesis of 2,5-disubstituted oxazoles using poly[styrene(iodosodiacetate)]
    Chen, JM
    Wu, LL
    Huang, X
    CHINESE CHEMICAL LETTERS, 2004, 15 (02) : 143 - 144
12345