Collect. Czech. Chem. Commun. 1989, 54, 1067-1081

Mannich and Grignard reaction of some N-(2-propynyl)azaheterocycles

Alexandra Šilhánková, Michal Hoskovec, Radek Liboska and Miloslav Ferles

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


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.