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

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 FeCl 3 ·6H 2 O in solvent-fre...

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Bibliographic Details
Published in:Research on chemical intermediates 2017-03, Vol.43 (3), p.1881-1892
Main Authors: Sakram, B., Sonyanaik, B., Ashok, K., Rambabu, S., Ravi, D., Kurumanna, A., Shyam, P.
Format: Article
Language:English
Subjects:
Aromatic compounds
Bonding strength
Catalysis
Chemical synthesis
Chemistry
Chemistry and Materials Science
Ferric chloride
Fungicides
Hydrazines
Inorganic Chemistry
Oxadiazoles
Physical Chemistry
Solid state
Solvents
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Summary: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 FeCl 3 ·6H 2 O 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. Graphical Abstract
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-016-2736-z