Green One-Pot Solvent-Free Synthesis of Pyrazolo[1,5-a]pyrimidines, Azolo[3,4-d]pyridiazines, and Thieno[2,3-b]pyridines Containing Triazole Moiety

Synthesis of pyrazolo[1,5-a]pyrimidines, [1,2,4]triazolo[1,5-a]pyrimidine, 8,10-dimethyl-2-(5-methyl-1-phenyl-4,5-dihydro-1H-1,2,3-triazol-4-yl)pyrido[2',3':3,4]-pyrazolo[1,5-a]pyrimidine, benzo[4,5]imidazo [1,2-a]pyrimidine via heterocyclic amines, and sodium 3-hydroxy-1-(5-methyl-1-phenyl-1H-1,2,3-triazole-4-yl)prop-2-en-1-one were carried out. Also, synthesis of isoxazoles, and pyrazoles from sodium 3-hydroxy-1-(5-methyl-1-phenyl-1H-1,2,3-triazole-4-yl)prop-2-en-1-one and hydroxymoyl chlorides and hydrazonoyl halides, respectively, were made. Analogously, (1,2,3-triazol-4-yl)thieno[2,3-b]pyridine derivatives were obtained from sodium 3-hydroxy-1-(5-methyl-1-phenyl-1H-1,2,3-triazole-4-yl)prop-2-en-1-one and cyanothioacetamide followed by its reacting with active methylene compounds. In addition to full characterization of all synthesized compounds, they were tested to evaluate their antimicrobial activities, and some compounds showed competitive activities to those of tetracycline, the typical antibacterial drug, and clotrimazole, the typical antifungal drug.