Abstract 1, 4-Disubstituted butynes IV-VII were prepared by Mannich reaction of N-(2- propynyl) derivatives of 1, 2, 3, 4-tetrahydroquinoline, 1, 2, 3, 4-tetrahydroisoquinoline, piperidine and azacycloheptane with polyoxymethylene and another heterocyclic amines. Reaction of 3-(1-piperidinyl)-1-propynylmagnesium bromide or 3-(1-azacycloheptyl)-1- propynylmagnesium bromide afforded alcohols X-XIII.