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One-pot diastereoselective synthesis of functionalized 4,5-dihydropyrroles by reactions of arylglyoxals, β-dicarbonyl compounds, and aromatic amines

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Chemistry of Heterocyclic Compounds Aims and scope

A multicomponent reaction of arylglyoxal hydrates, acetylacetone or acetoacetic ester, aniline or its 3(4)-substituted analogs in 1:1:2 ratio occurred upon stirring in methanol, giving 4-arylamino-5-hydroxypyrroline derivatives containing 4,5-dihydroxypyrrolines as impurities.

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Authors and Affiliations

  1. V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv, 61022, Ukraine

    Nadezhda N. Kolos, Sergey A. Karpan, Irina V. Omelchenko & Natal’ya V. Chechina

  2. Scientific-Technological Complex “Institute of Monocrystals”, National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv, 61072, Ukraine

    Irina V. Omelchenko & Feodor G. Yaremenko

Authors
  1. Nadezhda N. Kolos
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  2. Sergey A. Karpan
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  3. Irina V. Omelchenko
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  4. Natal’ya V. Chechina
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  5. Feodor G. Yaremenko
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Corresponding author

Correspondence to Nadezhda N. Kolos.

Additional information

A Supplementary information file containing the crystal structure parameters for compounds 4а and 7а and experimental details of X-ray structural analysis is available at the journal website http://link.springer.com/journal/10593.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(9), 827–833

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Kolos, N.N., Karpan, S.A., Omelchenko, I.V. et al. One-pot diastereoselective synthesis of functionalized 4,5-dihydropyrroles by reactions of arylglyoxals, β-dicarbonyl compounds, and aromatic amines. Chem Heterocycl Comp 55, 827–833 (2019). https://doi.org/10.1007/s10593-019-02544-z

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  • DOI: https://doi.org/10.1007/s10593-019-02544-z

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