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Hydrazides of Organic Acids in the Transformations of the Peroxide Products of Non-1-ene Ozonolysis

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Abstract

The reaction of hydrazides of alicyclic capric and aromatic benzoic and p-hydroxybenzoic acids with the peroxide product of non-1-ene ozonolysis was studied. Capric acid hydrazide exhibits the strongest reducing properties in aprotic solvents (methylene chloride, THF) and leads to chemoselective and high-yield (~ 80%) formation of the corresponding acylhydrazone. p-Hydroxybenzoic acid hydrazide forms a similar derivative with a yield of 67% only in THF.

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Funding

This work was financially supported by the “Fundamentals of Chemistry” Program of the Russian Academy of Sciences, topic no. 8 “Chemo-, Regio-, and Stereoselective Transformations of Terpenoids, Steroids, and Lipids in the Directed Synthesis of Low-Molecular-Weight Bioregulators” (Reg. no. AAAA-A17-117011910023-2, 2017).

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, Republic of Bashkortostan, 450054, Russia

    Yu. V. Myasoedova, L. R. Garifullina, E. R. Nurieva & G. Yu. Ishmuratov

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  1. Yu. V. Myasoedova
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  2. L. R. Garifullina
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  3. E. R. Nurieva
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  4. G. Yu. Ishmuratov
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Correspondence to Yu. V. Myasoedova.

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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 11, pp. 1746–1750.

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Myasoedova, Y.V., Garifullina, L.R., Nurieva, E.R. et al. Hydrazides of Organic Acids in the Transformations of the Peroxide Products of Non-1-ene Ozonolysis. Russ J Org Chem 55, 1712–1715 (2019). https://doi.org/10.1134/S1070428019110113

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  • DOI: https://doi.org/10.1134/S1070428019110113

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