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Molecules 2004, 9(7), 527-534; doi:10.3390/90700527
Article

One Step Regioselective Synthesis of 5-Aminoisoxazoles from Nitrile Oxides and α-Cyanoenamines

1,* , 2 and 1
1 Université d’Oran Es-sénia, Laboratoire de Synthèse Organique Appliquée, Département de Chimie, Faculté des Sciences, BP 1524 El M’naouar, 31000 Oran, Algeria 2 Université de Rennes 1, Laboratoire de Synthèse et Electrosynthèse Organiques, UMR 6510. Bât. 10A, Campus de Beaulieu, Avenue du Général Leclerc 35042, Rennes Cedex, France
* Author to whom correspondence should be addressed.
Received: 26 February 2004 / Accepted: 5 April 2004 / Published: 30 June 2004
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Abstract

The 1,3-dipolar cycloaddition of nitrile oxides to 1-cyanoenamines gives 5-aminoisoxazoles regioselectively. Moderate to good yields could be obtained depending on the method used to generate the nitrile oxides. The intermediate isoxazolines could not be isolated.
Keywords: 1-Cyanoenamines; nitrile oxides; 1; 3-dipolar cycloaddition; 5-amino- isoxazoles. 1-Cyanoenamines; nitrile oxides; 1; 3-dipolar cycloaddition; 5-amino- isoxazoles.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Saad, A.; Vaultier, M.; Derdour, A. One Step Regioselective Synthesis of 5-Aminoisoxazoles from Nitrile Oxides and α-Cyanoenamines. Molecules 2004, 9, 527-534.

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