Abstract
It was shown by means of 1H and 13C NMR spectroscopy that the reaction of 2-arylmethylene-3-oxoquinuclidines with hydrazine hydrate gives 4a-hydroxy-7-aryl-4a,5,7,7a-tetrahydropyrazolo[4,3-b]quinuclidines, which are stable in the crystalline state but undergo dehydration to the corresponding 7-aryl-6H-7,7a-dihydropyrazolo[4,3-b]quinuclidines in solutions. The latter undergo cleavage to 3-(4-piperidyl)-5-arylpyrazoles when they are heated in an alkaline medium.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1248–1256, September, 1985.
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Turchin, K.F., Yanina, A.D., Filipenko, T.Y. et al. Synthesis, structure, and properties of pyrazolo[4,3-b]quinuclidine derivatives. Chem Heterocycl Compd 21, 1039–1048 (1985). https://doi.org/10.1007/BF00515032
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DOI: https://doi.org/10.1007/BF00515032