Synthesis and biological screening of some chromonyl-substituted heterocycles derived from 2(3H)-furanone derivative

A 2(3H)-furanone bearing chromonyl moiety at position-3 was synthesized and utilized for the construction of N-heterocycles such as pyrrolone, N-aminoquinolone, and pyridazinone derivatives. The reactivity of the chromonylfuranone toward some nitrogen nucleophiles such as ammonia, benzylamine, hydra...

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Bibliographic Details
Published in:Synthetic communications 2017-03, Vol.47 (5), p.471-480
Main Authors: El-Ziaty, Ahmed K., Abou-Elmagd, Wael S. I., Ramadan, Sayed K., Hashem, Ahmed I.
Format: Article
Language:English
Subjects:
2(3H)-furanone
Antimicrobial activity
Antimicrobial agents
chemoselectivity, 6-chlorochromone-3-carboxaldehyde
N-aminoquinolone
pyridazinone
pyrrolone
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Summary:A 2(3H)-furanone bearing chromonyl moiety at position-3 was synthesized and utilized for the construction of N-heterocycles such as pyrrolone, N-aminoquinolone, and pyridazinone derivatives. The reactivity of the chromonylfuranone toward some nitrogen nucleophiles such as ammonia, benzylamine, hydrazine, and phenylhydrazine was studied. On the other hand, thiation of the starting chromonylfuranone interestingly provides mono- and di-thiated products. The chemoselectivity of these reactions is discussed. The structures of all products obtained were elucidated from their analytical and spectral data. The antimicrobial activities of selected examples of the synthesized compounds were examined against two strains of bacteria and two fungus strains. Some of them showed promising antimicrobial activities.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2016.1271896