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Electrophilically activated nitroalkanes in the synthesis of substituted 1,3,4-oxadiazoles from amino acid derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Novel preparative approach for the synthesis of alkylamines with 1,3,4-oxadiazole heterocyclic substituent is described. This method is based on unusual cascade transformation involving formal (4+1) cyclocondensation of hydrazides of amino acids with nitroalkanes electrophilically activated in the presence of polyphosphoric acid.

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This work was supported by the Russian Foundation for Basic Research (grant 20–33–90026) and by the Grants Council of the President of Russian Federation (grant MD-3505.2021.1.3).

Support for the NMR instruments used in this project was provided by the Center of Shared Instrumentation, North Caucasus Federal University (grant 075-15-2021-672).

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Authors and Affiliations

  1. Department of Chemistry, North Caucasus Federal University, 1a Pushkina St, Stavropol, 355017, Russia

    Alexander V. Aksenov, Nikita K. Kirilov, Nicolai A. Aksenov, Nikolai A. Arutiunov, Dmitrii A. Aksenov & Michael Rubin

  2. Department of Chemistry, University of Kansas, 1567 Irving Hill Rd, Lawrence, KS, 66045-7582, USA

    Michael Rubin

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  1. Alexander V. Aksenov
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  2. Nikita K. Kirilov
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  3. Nicolai A. Aksenov
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  4. Nikolai A. Arutiunov
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  5. Dmitrii A. Aksenov
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  6. Michael Rubin
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Correspondence to Alexander V. Aksenov or Michael Rubin.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(1), 32–36

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Aksenov, A.V., Kirilov, N.K., Aksenov, N.A. et al. Electrophilically activated nitroalkanes in the synthesis of substituted 1,3,4-oxadiazoles from amino acid derivatives. Chem Heterocycl Comp 58, 32–36 (2022). https://doi.org/10.1007/s10593-022-03053-2

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  • DOI: https://doi.org/10.1007/s10593-022-03053-2

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