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

ABSTRACT

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.

GRAPHICAL ABSTRACT

KEYWORDS:

• Antimicrobial activity
• chemoselectivity, 6-chlorochromone-3-carboxaldehyde
• 2(3H)-furanone
• N-aminoquinolone
• pyridazinone
• pyrrolone