Transformations of cotarnine chloride by the action of silver acetylides and alkynes

Three-component reactions of cotarnine chloride with silver acetylides and methyl propiolate or ethynyl methyl ketone in acetonitrile, as well as two-component reactions of 5-phenylethynyl-substituted tetrahydro[1,3]dioxolo[4,5-g]isoquinoline with alkynes in various solvents were studied. Performing them in 2,2,2-trifluoroethanol as the solvent, 10-phenylethynyl-substituted tetrahydro[1,3]dioxolo[4,5-i]-[3]benzazocines were obtained in good yields.