Microwave-assisted synthesis of fused heterocycles incorporating trifluoromethyl moiety

4,4,4-Trifluoro-1-(thien-2-yl)butane-1,3-dione (1) reacts with 5-aminopyrazole, 1,2,4-aminotriazole and 2-aminobenzimidazole derivatives, in the presence of triethylorthoformate under pressurized microwave irradiation to afford the corresponding trifluoromethyl derivatives of pyrazolo1,5-a]pyrimidine, 1,2,4-triazolo1,5-a]pyrimidine, and pyrimido1,2-a]benzimidazoles. Also, compound 1 couples readily with azole diazonium salts to give pyrazolo5,1-c]triazine, benzimidazo5,1-c]1,2,4-triazine, and triazolo3,4-c]1,2,4-triazine derivatives incorporating trifluoromethyl group.