Synthesis of 3,5-disubstituted Isoxazolines and Isoxazoles
¹Department of Chemistry, Yeshwantrao Chavan College of Arts, Commerce & Science Sillod, Dist. Aurangabad - 431 112 (India)
²Vidya Bharati Mahavidyalaya, Amravati - 444 602 (India)
³Department of Chemistry, Shri Shivaji Science College, Amravati - 444 603 (India)
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2-Acetylthiophene condenses with different aromatic aldehyde in ethanol in the presence of aqueous NaOH to give 1-(2’thienyl)-3-(substituted phenyl)-2-propen-1-one(Ia-e) which reacts with hydroxylamine hydrochloride and aqueous KOH in presence of ethonal medium to give 3-(2’-thienyl)-5-(substituted phenyl)-”2-isoxazoline (IIa-e). And 3-(2’-thienyl)-5-(substituted phenyl)-D2-isoxazoline (IIa-e) was dissolved in DMSO. To this catalytic amount of iodine was added. Cooled and diluted with water. The solid thus separated was washed with 20% sodium thiosulphate to give 3-(2’-thienyl)-5-(substituted phenyl)-isoxazole (II’a-e). Characterization and structural elucidation were done on the basis of melting points determination, analytical and spectral studies.
KEYWORDS:Isoxazolines; isoxazoles; synthesis; structural study
