Solvent-free regioselective synthesis of novel isoxazoline and pyrazoline N-substituted saccharin derivatives under microwabe irradiation.

Creators: Saber, Aziza; Driowya, Mohsine; Soukaina, Alaoui; Marzag, Hamid; Demange, Luc; Álvarez, Eleuterio; Benhida, Rachid; Bougrin, Khalid

Others:: Laboratoire de Chimie des Plantes et de Synthèse Organique et Bioorganique ; Université Mohammed V de Rabat [Agdal] (UM5); Université Paris Descartes - Faculté des Sciences Fondamentales et Biomédicales (UPD5 Sciences) ; Université Paris Descartes - Paris 5 (UPD5); Institut de Chimie de Nice (ICN) ; Université Nice Sophia Antipolis (1965 - 2019) (UNS) ; COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Côte d'Azur (UCA); Instituto de Investigaciones Químicas ; Instituto de Investigaciones Químicas

Description

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.

Abstract

International audience

Solvent-free regioselective synthesis of novel isoxazoline and pyrazoline N-substituted saccharin derivatives under microwabe irradiation.

Description

Abstract

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