Synthesis of dihydropyridines and quinoxaline drivatives using 1-methyl-3-(2-(sulfooxy)ethyl)-1H-imidazol-3-ium chloride as a new, reusable and effici

Asian Journal of Green Chemistry (Asian J. Green Chem.):https://ajgreenchem.com/

Article 1, Volume 1, Issue 1. pp. 1-55, Summer 2017, Page 1-15

Document Type: Original Research Article

DOI: 10.22631/ajgc.2017.46496

Authors Sami Sajjadifar ; Sarvin Mohammadi-Aghdam

Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran. Receive Date: 31 May 2017, Accept Date: 31 May 2017 

Abstract In this work, the efficiency, generality and applicability of new silica supported Br?nsted acidic ionic liquid (BAIL) 1-methyl-3-(2-(sulfooxy)ethyl)-1H-imidazol-3-ium chloride 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 phenylendiamine and 1,2-diketones in EtOH and under mild conditions (room temperature), (ii) the preparation of 1,4-dihydropyridines from one-pot multi component condensation of 1,3-dicarbonyl compounds(2 equiv.), NH4OAc (1.5 equiv.) and aldehydes (1 equiv.) 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.

Keywords Dihydropyridines; quinoxaline derivatives; Solid acid; Ionic Liquid; Green chemistry

Main Subjects Organic Chemistry

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