COUMARIN-BASED HOMOISOFLAVONOIDS AS PRECURSORS IN THE SYNTHESIS OF 8-HETEROARYLMETHYLCOUMARINS

Авторы

  • Nataliia V. Myshko V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Science of Ukraine, 1 Akademika Kukharya St., Kyiv 02094, Ukraine
  • Galyna P. Mrug Институт биоорганической химии и нефтехимии им. В. П. Кухаря НАН Украины
  • Kostyantyn M. Kondratyuk V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Science of Ukraine, 1 Akademika Kukharya St., Kyiv 02094, Ukraine
  • Svitlana P. Bondarenko National University of Food Technologies, 68 Volodymyrska St., Kyiv 01601, Ukraine
  • Mykhaylo S. Frasinyuk V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Science of Ukraine, 1 Akademika Kukharya St., Kyiv 02094, Ukraine Enamine Ltd., 78 Winston Churchill St., Kyiv 02094, Ukraine

DOI:

https://doi.org/10.1007/7882

Ключевые слова:

coumarins, homoisoflavonoids, pyrazoles, pyrimidines, inverse electron-demand Diels–Alder reaction.

Аннотация

A series of homoisoflavonoids bearing 3-(het)arylcoumarin moiety were synthesized by cascade reaction of enaminones with 8-dimethylaminomethyl-7-hydroxy-3-(het)arylcoumarins. The further reaction of synthesized coumarin-isoflavone hybrids with bidentate nucleophiles led to the formation of substituted 7-hydroxy-8-(1H-pyrazol-4-ylmethyl)coumarins, 7-hydroxy-8-(isoxazol-4-ylmethyl)coumarins, and 7-hydroxy-8-(pyrimidin-5-ylmethyl)coumarins.

Опубликован

2023-08-09