Journal
CHEMISTRY OF HETEROCYCLIC COMPOUNDS
Volume 52, Issue 1, Pages 31-40Publisher
SPRINGER
DOI: 10.1007/s10593-016-1828-4
Keywords
arylnitrile oxide; nitrile imine; catalysis; 1,3-dipolar cycloaddition; microwave irradiation; solvent-free
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Funding
- CNRST-Morocco Centre National de la Recherche Scientifique et Technique
- University Mohammed V of Rabat
- Egide PHC Toubkal [30330ZF, MA/14/304]
- CNRS-France Centre National de la Recherche Scientifique
- UNSA University Nice-Sophia Antipolis
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Novel isoxazoline and pyrazoline derivatives of N-substituted saccharin were synthesized in good yields by 1,3-dipolar cycloaddition of N-crotonoyl- or N-cinnamoylsaccharin as dipolarophile to arylnitrile oxides or nitrile imines using p-HAP300 as catalyst under solventfree microwave conditions. In this process, the yields were significantly improved compared to classical conditions without alteration of the selectivity. The regioselectivity as well as the nonthermal specific microwave effect are discussed.
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