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Unusual structure and reactions of 1-phenlpyrazol-5-one annulated with 1-methylpiperidine. A rare case of auto-alkylation

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Abstract

The interaction of 1-alkyl-3-alkoxycarbonylpyperidin-4-ones with phenylhydrazine has led to 5-alkyl-2-phenyl-3,3a,4,5,6,7-hexahydro-2H-pyrazolo-[4,3-c]pyridin-3-ones. The prepared compounds are unstable and undergo a series of uncommon transformations; their mechanisms have been suggested basing on the structural analysis of the product mixtures.

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Correspondence to B. I. Buzykin.

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Original Russian Text © B.I. Buzykin, V.N. Nabiullin, A.T. Gubaidullin, S.V. Kharlamov, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 11, pp. 1892–1895.

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Buzykin, B.I., Nabiullin, V.N., Gubaidullin, A.T. et al. Unusual structure and reactions of 1-phenlpyrazol-5-one annulated with 1-methylpiperidine. A rare case of auto-alkylation. Russ J Gen Chem 83, 2084–2087 (2013). https://doi.org/10.1134/S1070363213110212

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  • DOI: https://doi.org/10.1134/S1070363213110212

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