A series of novel imidazo[1,2-a]pyrimidine containing tri/tetrasubstituted imidazole derivatives (1-10) has been synthesized via sequential two-step, one-pot, multicomponent reaction using imidazo[1,2-a]pyrimidine-2-carbaldehyde, benzil, primary amines, and ammonium acetate catalyzed by p-toluenesulfonic acid under microwave-assisted conditions. The results showed that target compounds can be obtained from a wide range of primary amines bearing different functional groups with moderate to good yields (46%-80%) under optimum reaction conditions. | Turkish Journal of Chemistry Turk J Chem 2021 45 219-230 http chem TÜBİTAK Research Article doi kim-2009-40 Microwave assisted sequential two-step one-pot synthesis of novel imidazo 1 2-a pyrimidine containing tri tetrasubstituted imidazole derivatives Tuğba GÜNGÖR Department of Chemistry Faculty of Sciences and Arts Natural Products and Drug Research Laboratory Çanakkale Onsekiz Mart University Çanakkale Turkey Received Accepted Published Online Final Version Abstract A series of novel imidazo 1 2-a pyrimidine containing tri tetrasubstituted imidazole derivatives 1-10 has been synthesized via sequential two-step one-pot multicomponent reaction using imidazo 1 2-a pyrimidine-2-carbaldehyde benzil primary amines and ammonium acetate catalyzed by p-toluenesulfonic acid under microwave-assisted conditions. The results showed that target compounds can be obtained from a wide range of primary amines bearing different functional groups with moderate to good yields 46 -80 under optimum reaction conditions. This method provides a green protocol for imidazo 1 2-a pyrimidine containing tri tetrasubstituted imidazole derivatives due to ethyl alcohol as a green solvent microwave irradiation as a greener heating method and one-pot multicomponent reaction as a green technique. The synthesized compounds have been elucidated using various spectroscopic tools such as FT-IR 1H NMR 13C NMR and MS. Key words Imidazo 1 2-a pyrimidine tri tetrasubstituted imidazole microwave synthesis sequential one-pot reaction p-toluenesulfonic acid 1. Introduction Nitrogen containing heterocyclic compounds have a great interest within the field of pharmaceutical chemistry and drug industry due to their strong and selective hydrogen bonds with protein enzyme moieties which are responsible for important biological activities 1-3 . Imidazole moieties are privileged structures in today s medicinal chemistry. Also multisubstituted .
