ISSN 2415-1297 (Online)   ISSN 2415-1300 (Print)
 
             
 
Volume : 26 Issue : 1 Year : 2018
 
A Simple Synthesis of Novel 3-Aryl-5 Hydroxy-5-(-Hydroxyimino--Phenylethyl)-4, 5-Dihydroisoxazoles, 3-Aryl-6-Benzylidene-4, 5-Dihydro-2H-1, 2-Oxazin-5-One Oximes and 5-Aryl-2-Benzylidene-1-Hydroxypyrrol-4-in-3 Ones from 3(2H)-Furanones [Med J Islamic World Acad Sci]
Med J Islamic World Acad Sci. 1992; 5(4): 231-236

A Simple Synthesis of Novel 3-Aryl-5 Hydroxy-5-(-Hydroxyimino--Phenylethyl)-4, 5-Dihydroisoxazoles, 3-Aryl-6-Benzylidene-4, 5-Dihydro-2H-1, 2-Oxazin-5-One Oximes and 5-Aryl-2-Benzylidene-1-Hydroxypyrrol-4-in-3 Ones from 3(2H)-Furanones

Mohamed G. Marei
From Department of Chemistry, Faculty of Science, Alexandria University, Ibrahimia P.O. Box 426, Alexandria, 21321, Egypt.

The reaction of 5-aryl-2-benzylidene-3(2H)-furanones with excess hydroxylamine in refluxing ethanol led to the formation of the title compounds which were separated by chromatography. The above intermediate isoxazolines could be converted into the corresponding isoxazole derivatives either by refluxing with concentrated hydrochloric acid in ethanol or on prolonged heating in xylene. The structures of the all products were established from their IR, 1H nmr and mass spectral data. Pathways for their formation were suggested.

Keywords: Isoxazoline, isoxazole derivatives, furanones.


Mohamed G. Marei. A Simple Synthesis of Novel 3-Aryl-5 Hydroxy-5-(-Hydroxyimino--Phenylethyl)-4, 5-Dihydroisoxazoles, 3-Aryl-6-Benzylidene-4, 5-Dihydro-2H-1, 2-Oxazin-5-One Oximes and 5-Aryl-2-Benzylidene-1-Hydroxypyrrol-4-in-3 Ones from 3(2H)-Furanones. Med J Islamic World Acad Sci. 1992; 5(4): 231-236

Corresponding Author: Mohamed G. Marei, Egypt


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