Microwave-Assisted Synthesis of New Schiff Bases from Imidazo[1,2-a]pyridine-3-carbaldehyde and Aromatic Amines in PEG-400 as a Green Approach

被引：1
作者：
Atif, H. Y. Saeed [1 ]
Dengle, S. [2 ]
Parveen, N. [3 ]
Durrani, A. N. [1 ]
机构：
[1] Rafiq Zakaria Coll Women, Dept Chem, Aurangabad 431001, Maharashtra, India
[2] Vivekanand Coll, Dept Chem, Aurangabad 431001, Maharashtra, India
[3] Sir Sayyed Coll, Dept Chem, Aurangabad 431001, Maharashtra, India
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 59卷 / 09期
关键词：
Schiff bases; imidazo[1,2-a]pyridine-3-carbaldehyde; PEG-400; microwave irradiation; ONE-POT SYNTHESIS; INHIBITORS; COPPER;
D O I：
10.1134/S1070428023090208
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have developed a short and highly efficient microwave-enhanced protocol for the synthesis of new Schiff bases, (E)-N-[(2-arylimidazo[1,2-a]pyridine-3-yl)methylidene]pyridin-2-amines, by the condensation of 2-arylimidazo[1,2-a]pyridine-3-carbaldehydes with 2-aminopyridine in polyethylene glycol-400 as a green reaction medium in the presence of a catalytic amount of acetic acid. The essential features of this protocol are enhanced reaction rate, more eco-friendly reaction conditions, high yields, and green aspects such as avoiding toxic catalysts and hazardous organic solvents and reuse of the reaction medium.
引用
收藏
页码：1620 / 1624
页数：5
相关论文
共 29 条
  • [1] Al-Juburi R. M., 2012, AL NAHRAIN J SCI, V15, P60
  • [2] Synthesis and Antibacterial Activities of New Metronidazole and Imidazole Derivatives
    Atia, Abdul Jabar Kh.
    [J]. MOLECULES, 2009, 14 (07): : 2431 - 2446
  • [3] Kilogram-Scale Synthesis of the CXCR4 Antagonist GSK812397
    Boggs, Sharon
    Elitzin, Vassil I.
    Gudmundsson, Kristjan
    Martin, Michael T.
    Sharp, Matthew J.
    [J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2009, 13 (04) : 781 - 785
  • [4] Osmium tetroxide in poly(ethylene glycol) (PEG): a recyclable reaction medium for rapid asymmetric dihydroxylation under Sharpless conditions
    Chandrasekhar, S
    Narsihmulu, C
    Sultana, SS
    Reddy, NR
    [J]. CHEMICAL COMMUNICATIONS, 2003, (14) : 1716 - 1717
  • [5] Recent advances in the chemistry of imine-based multicomponent reactions (MCRs)
    Choudhury, Lokman H.
    Parvin, Tasneem
    [J]. TETRAHEDRON, 2011, 67 (43) : 8213 - 8228
  • [6] 6-Substituted imidazo[1,2-a]pyridines: Synthesis and biological activity against colon cancer cell lines HT-29 and Caco-2
    Dahan-Farkas, Nurit
    Langley, Candice
    Rousseau, Amanda L.
    Yadav, Dharmendra B.
    Davids, Hajierah
    de Koning, Charles B.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (09) : 4573 - 4583
  • [7] Desai SB, 2001, HETEROCYCL COMMUN, V7, P83
  • [8] Identification of a 3-aminoimidazo[1,2-a]pyridine inhibitor of HIV-1 reverse transcriptase
    Elleder, Daniel
    Baiga, Thomas J.
    Russell, Rebecca L.
    Naughton, John A.
    Hughes, Stephen H.
    Noel, Joseph P.
    Young, John A. T.
    [J]. VIROLOGY JOURNAL, 2012, 9
  • [9] Recent progress in the pharmacology of imidazo[1,2-a]pyridines
    Enguehard-Gueiffier, Cecile
    Gueiffier, Alain
    [J]. MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2007, 7 (09) : 888 - 899
  • [10] Structure-based design of a new class of highly selective aminoimidazo[1,2-a]pyridine-based inhibitors of cyclin dependent kinases
    Hamdouchi, C
    Zhong, B
    Mendoza, J
    Collins, E
    Jaramillo, C
    De Diego, JE
    Robertson, D
    Spencer, CD
    Anderson, BD
    Watkins, SA
    Zhang, FM
    Brooks, HB
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (07) : 1943 - 1947
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