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

The reactions of 2-aryl(hetaryl)methylene-3-oxoquinuclidines with hydrazine hydrate, thiourea, and phenylhydrazine gave, respectively, 7-phenyl-7,7a,dihydropyrazolo3,4-b]quinuclidine, 7-(4-methoxyphenyl)-7,7a-dihydropyrazolo3,4-b]quinuclidine, 7-(2-thienyl)-7,7a-dihydropyrazolo-3,4-b]quinuclidine, 3,3-azinobis (2-benzylidenequinuclidine), 3,3-azinobis2-(4-methoxybenzylidene)quinuclidine], 6-thio-8-phenyl-5,6,7,8-tetrahydropyrimido5,4-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.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 793–797, June, 1982.