Reaction of pyrido[2,1-a]isoindole with 1,4-naphtoquinone and study of the product by spectroscopic methods

Yegorova, Tatyana; Barnych, Bogdan; Voitenko, Zoia

doi:10.17721/fujcV4I2P33-39

Reaction of pyrido[2,1-a]isoindole with 1,4-naphtoquinone and study of the product by spectroscopic methods

Тип публікації :

Стаття

Дата випуску :

2016

Автор(и) :

Yegorova, Tatyana

Barnych, Bogdan

Voitenko, Zoia

Мова основного тексту :

Англійська

eKNUTSHIR URL :

https://ir.library.knu.ua/handle/15071834/25562

DOI :

10.17721/fujcV4I2P33-39

Журнал :

French-Ukrainian Journal of Chemistry

Том :

4

Випуск :

2

ISSN :

2312-3222

Початкова сторінка :

33

Кінцева сторінка :

39

Цитування :

[APA 7] Yegorova, T., Barnych, B., & Voitenko, Z. (2016). Reaction of pyrido[2,1-a]isoindole with 1,4-naphtoquinone and study of the product by spectroscopic methods. French-Ukrainian Journal of Chemistry, 4(2), 33–39. https://doi.org/10.17721/fujcV4I2P33-39

[ДСТУ] Yegorova T., Barnych B., Voitenko Z. Reaction of pyrido[2,1-a]isoindole with 1,4-naphtoquinone and study of the product by spectroscopic methods. French-Ukrainian Journal of Chemistry. 2016. Vol. 4, no. 2. P. 33—39. DOI: 10.17721/fujcV4I2P33-39 (date of access: 25.07.2026).

Key role of the electronic structure of condensed isoindols in the way of the rearrangement was shown. Influence of the dienophile manifests in the requirement of the cyclic form of the dienophile itself. In the reaction of pyrido[2,1-a]isoindole with naphtoquinone rearrangement product of the first type was obtained and its structure was proven by spectral methods. Spectral criteria for the rearranged adducts of the first type for the pyrido[2,1-a]isoindole in the 13C NMR spectra were established. Products of reactions with naphthoquinone, 4-fluoro-, 2,5-difluorophenylmaleimides were isolated and characterized: (2E)-2-[(1,4-dihydroxy-2-naphthyl)(2-pyridin-2-ylphenyl)methylene]-4-hydroxynaphthalen-1(2H)-one, (3E)-1-(4-fluorophenyl)-3-[[1-(4-fluorophenyl)-2,5-dioxopyrrolidin-3-yl](2-pyridin-2-ylphenyl)methylene]pyrrolidine-2,5-dione, (3E)-1-(2,4-difluorophenyl)-3-[[1-(2,4-fluorophenyl)-2,5-dioxopyrrolidin-3-yl](2-pyridin-2-ylphenyl)methylene]pyrrolidine-2,5-dione.

Ключові слова :

pyrido[2 1-a]isoindole naphthoquinone (2E)-2-[(1 4-dihydroxy-2-naphthyl)(2-pyridin-2-ylphenyl)methylene]-4-hydroxynaphthalen-1(2H)-one [4 2]cycloaddition spectroscopic methods [4 2]cycloaddition

Файл(и) :

Завантажити

Формат :

Adobe PDF

Розмір :

277.72 KB

Контрольна сума :

(MD5):2c399962e86f055f4d0a25e20c376aaa

Якщо не вказано інше, ця робота розповсюджується на умовах ліцензії Creative Commons Attribution 4.0 International