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Hantzsch reaction using [Mesi]Cl as a new, efficient and BAIL catalyst

Journal: Iranian Chemical Communication (Vol.1, No. 1)

Publication Date:

Authors : ; ; ; ; ;

Page : 7-24

Keywords : Hantzsch reaction; quinoxaline synthesis; 1-methyl-3-(2-(sulfooxy)ethyl)-1H-imidazol-3-ium chloride {[Msei]Cl}; solid acid; Ionic Liquid; green chemistry;

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Abstract

In this work, the efficiency, generality and applicability of new Bronsted acidic ionic liquid (BAIL) 1-methyl-3-(2-(sulfooxy)ethyl)-1H-imidazol-3-ium chloride {[Msei]Cl} as heterogeneous and green catalyst for organic transformations are studied. Herein, the following one-pot multi-component reactions in the presence of [Msei]Cl are investigated: (i) the synthesis of quinoxaline derivatives from the reaction of phenylenediamines and 1,2-diketones in EtOH under mild conditions (room temper-ature), (ii) the preparation of 1,4-dihydropyridines from one-pot multi component condensation of 1,3-dicarbonyl compounds, NH4OAcand aldehydes under solvent-free conditions at moderate temperature (90 °C). High yields, relatively short reaction times, efficiency, generality, clean process, simple methodology, low cost, easy work-up, ease of preparation and regeneration of the catalyst and green conditions (in the synthesis of the quinoxaline derivatives) are advantages of the application of [Mesi]Cl as catalyst in the above organic reactions.

Last modified: 2018-02-04 02:19:23