Synthesis of new polysubstituted (pyrazoles, pyrimidines and quinolines) five and six-membered heterocycles: reaction of α,α-dioxoketene dithioacetals with nucleophiles

A novel synthesis of polysubstituted pyrazoles 3a–d, pyrimidines 4a–f and quinolines 5a–c via the reaction of α,α-oxoketene dithioacetals 2a–c with hydrazine hydrate, malonohydrazide, urea, thiourea and aniline is reported and the synthetic potential of the method is demonstrated. The structure of the new compounds was established upon their elemental analysis, IR, 1H NMR and 13C NMR.