Synthesis of five-membered heterocyclic rings from chalcone derivatives and evaluation of their biological activity
Department of Chemistry, College of Science, University of Kirkuk, Kirkuk, Iraq
Research Article
World Journal of Chemical and Pharmaceutical Sciences, 2026, 08(02), 004-015.
Article DOI: 10.53346/wjcps.2026.8.2.0017
Publication history:
Received on 19 April 2026; revised on 29 May 2026; accepted on 01 June 2026
Abstract:
A series of aminochalcone and isoxazoline derivatives were synthesized and characterized using spectroscopic methods. The aminochalcones (C1,C2) were prepared through Claisen–Schmidt condensation of 4-aminoacetophenone with 4-nitrobenzaldehyde or 4-chlorobenzaldehyde in alkaline ethanolic medium. The obtained chalcones were then cyclized with hydroxylamine hydrochloride in the presence of sodium hydroxide to afford the corresponding 4,5-dihydroisoxazoline derivatives (I1,I2). The structures of the synthesized compounds were confirmed by melting points, FTIR, UV-Vis, and selected ¹H NMR spectral data. The FTIR spectra of chalcones showed characteristic absorption bands for NH₂, C=O, and C=C groups, while the isoxazoline derivatives showed disappearance of the chalcone carbonyl and olefinic bands with the appearance of new C=N and cyclic C–O absorption bands. These spectral changes confirmed successful cyclization of the chalcone system into the isoxazoline ring.
Keywords:
Chalcone; Isoxazoline; Claisen–Schmidt Condensation; Hydroxylamine Hydrochloride
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