Reactions of 2-aryl (hetaryl) methylene-3-oxoquinuclidines with bifunctional nucleophilic reagents

Article abstract of DOI:10.1007/BF00506152

The reactions of 2-aryl(hetaryl)methylene-3-oxoquinuclidines with hydrazine hydrate, thiourea, and phenylhydrazine gave, respectively, 7-phenyl-7,7a,dihydropyrazolo[3,4-b]quinuclidine, 7-(4′-methoxyphenyl)-7,7a-dihydropyrazolo[3,4-b]quinuclidine, 7-(2′-thienyl)-7,7a-dihydropyrazolo-[3,4-b]quinuclidine, 3,3′-azinobis (2-benzylidenequinuclidine), 3,3′-azinobis[2-(4′-methoxybenzylidene)quinuclidine], 6-thio-8-phenyl-5,6,7,8-tetrahydropyrimido[5,4-b]quinuclidine, 2-benzylidene -3-oxoquinuclidine phenylhydrazone, and 2-(4′-methoxybenzylidene)-3-oxoquinuclidine phenylhydrazone. The structures of the compounds were confirmed by the IR and ¹H and ¹³C NMR spectra.