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Reactions of adamantyl-substituted keto esters with hydrazine and phenylhydrazine

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Abstract

Reactions of adamantyl-substituted keto and diketo carboxylic acid esters with hydrazine and phenylhydrazine were studied. Ethyl 3-(1-adamantyl)-2-(1-adamantylcarbonyl)-3-oxopropanoate reacted with hydrazine to give ethyl 3,5-di(1-adamantyl)-1H-pyrazole-4-carboxylate. Reactions of ethyl 2-(1-adamantylcarbonyl)-3-oxobutanoate and ethyl 4-(1-adamantyl)-3-oxo-2-(1-oxoethyl)butanoate with hydrazine and phenylhydrazine followed a complicated pattern and led to the formation of mixtures of the corresponding hydrazides and pyrazolones.

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Authors and Affiliations

  1. Samara State Technical University, ul. Molodogvardeiskaya 244, Samara, 443100, Russia

    K. M. Bormasheva & I. K. Moiseev

  2. Samara State University, Samara, Russia

    O. N. Nechaeva

Authors
  1. K. M. Bormasheva
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  2. O. N. Nechaeva
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  3. I. K. Moiseev
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Corresponding author

Correspondence to I. K. Moiseev.

Additional information

Original Russian Text © K.M. Bormasheva, O.N. Nechaeva, I.K. Moiseev, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 12, pp. 1786–1790.

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Bormasheva, K.M., Nechaeva, O.N. & Moiseev, I.K. Reactions of adamantyl-substituted keto esters with hydrazine and phenylhydrazine. Russ J Org Chem 44, 1760–1764 (2008). https://doi.org/10.1134/S1070428008120063

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  • DOI: https://doi.org/10.1134/S1070428008120063

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