Abstract
Reaction between aryl 1,3-diketoesters 2a-e and hydroxylamine hydrochloride has been investigated under different experimental conditions. Whereas acid conditions gave principally 3,5-isoxazole esters (3a-e), reactions under neutral and basic conditions led to different 4,5 and 2,3-dihydro-hydroxy-isoxazoles 4a-e and 5a-e.
Keywords: Isoxazoles, dihydro-hydroxy-isoxazoles, aryl 1,3-diketoesters, hydroxylamine
Letters in Organic Chemistry
Title: Synthesis of 2,3 and 4,5-Dihydro-hydroxy-isoxazoles and Isoxazoles Under Different pH Conditions
Volume: 7 Issue: 1
Author(s): Virginie Andrzejak, Regis Millet, Jamal El Bakali, Abdelhalim Guelzim, Sebastien Gluszok, Philippe Chavatte, Jean-Paul Bonte, Claude Vaccher and Emmanuelle Lipka
Affiliation:
Keywords: Isoxazoles, dihydro-hydroxy-isoxazoles, aryl 1,3-diketoesters, hydroxylamine
Abstract: Reaction between aryl 1,3-diketoesters 2a-e and hydroxylamine hydrochloride has been investigated under different experimental conditions. Whereas acid conditions gave principally 3,5-isoxazole esters (3a-e), reactions under neutral and basic conditions led to different 4,5 and 2,3-dihydro-hydroxy-isoxazoles 4a-e and 5a-e.
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Cite this article as:
Andrzejak Virginie, Millet Regis, Bakali El Jamal, Guelzim Abdelhalim, Gluszok Sebastien, Chavatte Philippe, Bonte Jean-Paul, Vaccher Claude and Lipka Emmanuelle, Synthesis of 2,3 and 4,5-Dihydro-hydroxy-isoxazoles and Isoxazoles Under Different pH Conditions, Letters in Organic Chemistry 2010; 7 (1) . https://dx.doi.org/10.2174/157017810790533922
DOI https://dx.doi.org/10.2174/157017810790533922 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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