One-pot, three component tandem reaction of 2-aminopyridines, acetophenones and aldehydes: synthesis of 3-aroylimidazo[1,2-a]pyridines

RSC Advances ◽  
2015 ◽  
Vol 5 (5) ◽  
pp. 3670-3677 ◽  
Author(s):  
Pinku Kaswan ◽  
Kasiviswanadharaju Pericherla ◽  
Hitesh Kumar Saini ◽  
Anil Kumar

A facile synthesis of 3-aroylimidazo[1,2-a]pyridine derivatives has been achieved via a copper(ii) chloride catalyzed one-pot, three-component tandem reaction of acetophenones, arylaldehydes and 2-aminopyridines.

ChemInform ◽  
2009 ◽  
Vol 40 (23) ◽  
Author(s):  
Yan-Qing Ge ◽  
Jiong Jia ◽  
Yan Li ◽  
Ling Yin ◽  
Jianwu Wang

2017 ◽  
Vol 2 (26) ◽  
pp. 8016-8019 ◽  
Author(s):  
Shiv Dhiman ◽  
Nitesh K. Nandwana ◽  
Shreemala Dhayal ◽  
Hitesh K. Saini ◽  
Dalip Kumar ◽  
...  

Heterocycles ◽  
2009 ◽  
Vol 78 (1) ◽  
pp. 197 ◽  
Author(s):  
Jian-Wu Wang ◽  
Yan-Qing Ge ◽  
Yan Li ◽  
Jiong Jia ◽  
Ling Yin

2015 ◽  
Vol 12 (1) ◽  
pp. 3910-3918 ◽  
Author(s):  
Dr Remon M Zaki ◽  
Prof Adel M. Kamal El-Dean ◽  
Dr Nermin A Marzouk ◽  
Prof Jehan A Micky ◽  
Mrs Rasha H Ahmed

 Incorporating selenium metal bonded to the pyridine nucleus was achieved by the reaction of selenium metal with 2-chloropyridine carbonitrile 1 in the presence of sodium borohydride as reducing agent. The resulting non isolated selanyl sodium salt was subjected to react with various α-halogenated carbonyl compounds to afford the selenyl pyridine derivatives 3a-f  which compounds 3a-d underwent Thorpe-Ziegler cyclization to give 1-amino-2-substitutedselenolo[2,3-b]pyridine compounds 4a-d, while the other compounds 3e,f failed to be cyclized. Basic hydrolysis of amino selenolo[2,3-b]pyridine carboxylate 4a followed by decarboxylation furnished the corresponding amino selenolopyridine compound 6 which was used as a versatile precursor for synthesis of other heterocyclic compound 7-16. All the newly synthesized compounds were established by elemental and spectral analysis (IR, 1H NMR) in addition to mass spectra for some of them hoping these compounds afforded high biological activity.


2019 ◽  
Vol 19 (2) ◽  
pp. 265-275 ◽  
Author(s):  
Faeze Khalili ◽  
Sara Akrami ◽  
Malihe Safavi ◽  
Maryam Mohammadi-Khanaposhtani ◽  
Mina Saeedi ◽  
...  

Background: This paper reports synthesis, cytotoxic activity, and apoptosis inducing effect of a novel series of styrylimidazo[1,2-a]pyridine derivatives. Objective: In this study, anti-cancer activity of novel styrylimidazo[1,2-a]pyridines was evaluated. Methods: Styrylimidazo[1,2-a]pyridine derivatives 4a-o were synthesized through a one-pot three-component reaction of 2-aminopyridines, cinnamaldehydes, and isocyanides in high yield. All synthesized compounds 4a-o were evaluated against breast cancer cell lines including MDA-MB-231, MCF-7, and T-47D using MTT assay. Apoptosis was evaluated by acridine orange/ethidium bromide staining, cell cycle analysis, and TUNEL assay as the mechanism of cell death. Results: Most of the synthesized compounds exhibited more potent cytotoxicity than standard drug, etoposide. Induction of apoptosis by the most cytotoxic compounds 4f, 4g, 4j, 4n, and 4m was confirmed through mentioned methods. Conclusion: In conclusion, these results confirmed the potency of styrylimidazo[1,2-a]pyridines for further drug discovery developments in the field of anti-cancer agents.


Synthesis ◽  
2020 ◽  
Author(s):  
Peter Ehlers ◽  
Peter Langer ◽  
Marian Blanco Ponce ◽  
Silvio Parpart ◽  
Alexander Villinger ◽  
...  

AbstractA concise and modular synthesis of pyrrolo[1,2-a][1,6]- and [1,8]naphthyridines by a one-pot two-step reaction consisting of electrophilic acylation followed by an alkyne-carbonyl-metathesis reaction as the final cyclization step is reported. This developed synthetic methodology allows the facile synthesis of these heterocyclic core structures in mainly high overall yields under metal-free conditions. Reaction conditions are carefully optimized and display a novel supplement to access these tricyclic heterocyclic compounds.


2021 ◽  
Vol 143 (7) ◽  
pp. 2716-2721
Author(s):  
Jun Zhu ◽  
Yi Han ◽  
Yong Ni ◽  
Guangwu Li ◽  
Jishan Wu

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