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An efficient one-step regiospecific synthesis of novel isoxazolines and isoxazoles of N-substituted saccharin derivatives through solvent-free microwave-assisted [3+2] cycloaddition |
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| Authors: | Mahmoud Mabrour Rachid Benhida Mohamed Soufiaoui |
| Affiliation: | a Laboratoire de Chimie des Plantes et de Synthèse Organique et Bio-organique, Université Mohammed V-Agdal, Faculté des Sciences, B.P. 1014 R.P. Rabat, Morocco b Laboratoire de Chimie des Molécules Bioactives et des Arômes, Institurt de Chimie de Nice, UMR 6001 CNRS, Université de Nice Sophia-Antipolis Parc Valrose, 06108 Nice Cedex 2, France c Laboratoire des Réactions Sélectives sur Supports, ICMMO, Université Paris XI, 91405 Orsay Cedex, France |
| Abstract: | Novel isoxazolines and isoxazoles of N-substituted saccharin derivatives are synthesized in good yields by 1,3-dipolar cycloaddition of N-allyl or propargyl N-substituted saccharin with arylnitrile oxide under solvent-free microwave irradiation. In this process, the yields were significantly improved over conventional heating, without alteration of the selectivity. The regioselectivity as well as the nonthermal specific microwave effect are discussed. |
| Keywords: | 1,3-Dipolar cycloaddition Microwave activation Regiocontrolled process Arylnitrile oxide Saccharin analogs |
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