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Eco-friendly synthesis of 1,8-naphthyridine 5-aryl-1,3,4-oxadiazole derivatives under solvent-free solid-state conditions and their antimicrobial activity

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Abstract

A simple and highly efficient green synthetic procedure has been described for the construction of 2-(2-(3-nitrophenyl)-1,8-naphthyridin-3-yl)-5-aryl-1,3,4-oxadiazole derivatives by grinding method involving hydrazine hydrate, arylaldehyde and oxidative cyclization with FeCl3·6H2O in solvent-free solid-state conditions afforded the corresponding compounds (6a–h) with excellent yields in short reaction times. All the synthesized products were evaluated for their antibacterial and fungal activities. Some of the products demonstrate moderate antibacterial activity and good antifungal activity. In particularly compounds 6c and 6g showed high antibacterial and antifungal activities. Moreover, our in silico studies have proved that strong binding affinity and more H-bonds interaction.

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Acknowledgments

The authors would like to thank the Head Department of Chemistry, Nizam College, Osmania University for providing research facilities and thanks to the University Grant Commission SERO [MRP-5626/15(SERO/UGC)] Hyderabad, India for providing financial support. Finally, the authors wish to express their gratitude to CFRD, OU for providing NMR facilities.

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Authors and Affiliations

  1. Department of Chemistry, Osmania University, Hyderabad, Telangana State, 500007, India

    B. Sakram, B. Sonyanaik, K. Ashok, S. Rambabu, D. Ravi, A. Kurumanna & P. Shyam

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  1. B. Sakram
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  2. B. Sonyanaik
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  3. K. Ashok
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  7. P. Shyam
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Correspondence to B. Sakram.

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Sakram, B., Sonyanaik, B., Ashok, K. et al. Eco-friendly synthesis of 1,8-naphthyridine 5-aryl-1,3,4-oxadiazole derivatives under solvent-free solid-state conditions and their antimicrobial activity. Res Chem Intermed 43, 1881–1892 (2017). https://doi.org/10.1007/s11164-016-2736-z

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  • DOI: https://doi.org/10.1007/s11164-016-2736-z

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