Title Synthesis and characterization of novel heterocyclic chalcones from 1-phenyl-1H-pyrazol-3-ol /
Authors Urbonavičius, Arminas ; Fortunato, Graziana ; Ambrazaitytė, Emilija ; Plytninkienė, Elena ; Bieliauskas, Aurimas ; Milišiūnaitė, Vaida ; Luisi, Renzo ; Arbačiauskienė, Eglė ; Krikštolaitytė, Sonata ; Šačkus, Algirdas
DOI 10.3390/molecules27123752
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Is Part of Molecules.. Basel : MDPI. 2022, vol. 27, iss. 12, art. no. 3752, p. 1-32.. ISSN 1420-3049
Keywords [eng] 1,2-oxazole (isoxazole) ; 15N-labeled 1,2-oxazole ; Claisen–Schmidt condensation ; heterocyclic chalcones ; pyrazole ; pyridine
Abstract [eng] An efficient synthetic route to construct diverse pyrazole-based chalcones from 1-phenyl-1H-pyrazol-3-ols bearing a formyl or acetyl group on the C4 position of pyrazole ring, employing a base-catalysed Claisen-Schmidt condensation reaction, is described. Isomeric chalcones were further reacted with N-hydroxy-4-toluenesulfonamide and regioselective formation of 3,5-disubstituted 1,2-oxazoles was established. The novel pyrazole-chalcones and 1,2-oxazoles were characterized by an in-depth analysis of NMR spectral data, which were obtained through a combination of standard and advanced NMR spectroscopy techniques.
Published Basel : MDPI
Type Journal article
Language English
Publication date 2022
CC license CC license description