Open Access Open Access  Restricted Access Subscription Access

SOLVENT-FREE REGIOSELECTIVE SYNTHESIS OF NOVEL ISOXAZOLINE AND PYRAZOLINE N-SUBSTITUTED SACCHARIN DERIVATIVES UNDER MICROWAVE IRRADIATION

Aziza Saber, Mohsine Driowya, Soukaina Alaoui, Hamid Marzag, Luc Demange, Eleuterio Álvarez, Rachid Benhida, Khalid Bougrin
Cover Image

Abstract


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 solvent-free 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.

How to Cite
Saber, A.; Driowya, M.; Alaoui, S.; Marzag, H.; Demange, L.; Álvarez, E.; Benhida, R.; Bougrin, K. Chem. Heterocycl. Compd. 2016, 52, 31. [Khim. Geterotsikl. Soedin. 2016, 52, 31.]

For this article in the English edition see DOI 10.1007/s10593-016-1828-4


Keywords


arylnitrile oxide; nitrile imine; catalysis; 1,3-dipolar cycloaddition; microwave irradiation; solvent-free

Full Text: PDF Supplementary File(s): None


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv