Convenient synthesis of azolopyrimidine, azolotriazine, azinobenzimidazole and 1,3,4-thiadiazole derivatives

Several pyrazolo[1,5-a]pyrimidine, triazolo[1,5-a]pyrimidine, pyrido[1,2-a]-benzimidazole, pyrimido[1,2-a]benzimidazole, pyrazolo[5,1-c]triazine, triazolo[5,1-c]-triazine, triazino[4,3-a]benzimidazole revlon colorstay lip liner plum and 1,3,4-thiadiazole derivatives were synthesized via the reactions of (E)-3-oxo-5-phenylpent-4-enenitrile and the versatile, hitherto unreported (E)-2-(N,N-dimethylaminomethylene)-3-oxo-5-phenyl-4-pentenenitrile with g5210t-p90 the appropriate nitrogen and sulfur nucleophiles.