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Studies on dehydro-L-ascorbic acid 2-arylhydrazone 3-oximes: conversion into substituted triazoles and isoxazolines.

Author(s)
M. Ali El-Sekily Chemistry Department, Alexandria University, Alexandria, Egypt
Sohila Mancy Chemistry Department, Alexandria University, Alexandria, Egypt
Abstract
The 2-0-bromo and 2-0-chlorophenyltriazoles of dehydro-L-ascorbic acid (L-threo-2,3-hexodiulosono-1,4-lactone) were prepared through dehydrative cyclization of the corresponding 2-arylhydra-zone 3-oximes. Upon treatment with liquid ammonia, the triazole 1-afforded the triazole carboxamides L , characterized as the tri- and tetra-acetates. Reaction of 2 with bromine in water, caused its cyclization to the triazole ,Controlled reaction of with alkali followed by neutralization, gave the isoxazolines,L. Reaction of,27-, with HBr-HOAc, gave the bromodeoxy derivatives these were converted into the corresponding triazoles ,11. on treatment with acetic anhydride-pyridine.
Publication Details
Page(s) 616-622
DOI DOI not available
Published Journal: Pakistan Journal of Scientific and Industrial Research, Volume: 31, Issue: 9, Year: 1988

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