Synthesis and transformation of 6-aminomethyl derivatives of 7-hydroxy-2'-fluoroisoflavones

Тип публікації :
Стаття
Дата випуску :
2020
Автор(и) :
Makarenko, Olexandr
Bondarenko, Svitlana
Mrug, Galyna
Frasinyuk, Mykhaylo
Мова основного тексту :
Англійська
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DOI :
Журнал :
Том :
8
Випуск :
2
ISSN :
2312-3222
Початкова сторінка :
203
Кінцева сторінка :
213
Цитування :
[APA 7] Makarenko, O., Bondarenko, S., Mrug, G., & Frasinyuk, M. (2020). Synthesis and transformation of 6-aminomethyl derivatives of 7-hydroxy-2'-fluoroisoflavones. French-Ukrainian Journal of Chemistry, 8(2), 203–213. https://doi.org/10.17721/fujcV8I2P203-213
[ДСТУ] Synthesis and transformation of 6-aminomethyl derivatives of 7-hydroxy-2'-fluoroisoflavones / O. Makarenko et al. French-Ukrainian Journal of Chemistry. 2020. Vol. 8, no. 2. P. 203—213. DOI: 10.17721/fujcV8I2P203-213 (date of access: 18.07.2026).
Mannich aminomethylation of 8-methyl-7-hydroxy-2'-fluoroisoflavones applying bis-(N,N-dimethylamino)methane afforded C-6 substituted N,N-dimethylaminomethyl derivatives. Subsequent acetylation of these compounds in acetic anhydride in the presence of potassium acetate provided access to the corresponding acetoxymethyl derivatives that were converted to hydroxymethyl- and alkoxymethyl-substituted 7-hydroxyisoflavonoids. Addition of 3-(N,N-dimethylamino)-5,5-dimethyl-2-cyclohexen-1-one or 1,3-dimethyl-5-aminopyrazole with thermally generated ortho-quinone methides led to hetero-Diels–Alder or Michael adducts.
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