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Inverse electron demand Diels–Alder reactions with aminomethyl derivatives of 3-arylhydroxycoumarins

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Chemistry of Heterocyclic Compounds Aims and scope

The reactivity of Mannich bases derived from 6- and 7-hydroxycoumarins was studied in inverse electron demand Diels–Alder reactions with enamines. The reactions were shown to proceed by a cycloaddition mechanism followed by transformation of hemiaminals and resulted in the formation of heterocyclic pyrano[2,3-a]xanthene, pyrano[2,3-b]xanthene, and pyrano[3,2-b]xanthene.

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, 1 Murmanska St., Kiyv, 02094, Ukraine

    Galyna P. Mrug, Kostyantyn M. Kondratyuk & Mykhaylo S. Frasinyuk

  2. National Institute of Food Technologies, 68 Volodymyrska St., Kiyv, 01601, Ukraine

    Svitlana P. Bondarenko

Authors
  1. Galyna P. Mrug
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  2. Kostyantyn M. Kondratyuk
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  3. Svitlana P. Bondarenko
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  4. Mykhaylo S. Frasinyuk
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Corresponding author

Correspondence to Mykhaylo S. Frasinyuk.

Additional information

Supplementary information file to this article containing the 1H and 13C NMR spectra of the synthesized compounds is available at http://link.springer.com/journal/10593.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(7), 460–466

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Mrug, G.P., Kondratyuk, K.M., Bondarenko, S.P. et al. Inverse electron demand Diels–Alder reactions with aminomethyl derivatives of 3-arylhydroxycoumarins. Chem Heterocycl Comp 52, 460–466 (2016). https://doi.org/10.1007/s10593-016-1907-6

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  • DOI: https://doi.org/10.1007/s10593-016-1907-6

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