Peculiarities of the Reaction of 2-Amino-1,4-naphthoquinones with 2,2-Dihydroxy-1H-indene-1,3(2H)-dione

L. M. Gornostaev, O. I. Fominykh, T. I. Lavrikova, Yu G. Khalyavina, Yu V. Gatilov, G. A. Stashina

Результат исследования: Научные публикации в периодических изданияхстатья

Аннотация

The reaction of 2-amino-1,4-naphthoquinones with ninhydrin at 50–60°C in acetic acid leads to 4b,11b-dihydroxy-4b,5-dihydrobenzo[f]indeno[1,2-b]indole-6,11,12(11bH)-triones. The products were isolated as hydrates, and, when heated in DMSO with methanesulfonic acid or in acetic acid in the presence of sulfuric acid, they converted into 13-R-benzo[f]isochromeno[4,3-b]indole-5,7,12(13H)-triones. The rate of the conversion of 4b,11b-dihydroxy-4b,5-dihydrobenzo[f]indeno[1,2-b]indole-6,11,12(11bH)-triones to 13-R-benzo[f]isochromeno[4,3-b]indole-5,7,12(13H)-triones in solutions of sulfuric acid in acetic acid is linearly related to the Hammett acidity function.

Язык оригиналаанглийский
Страницы (с-по)1716-1725
Число страниц10
ЖурналRussian Journal of Organic Chemistry
Том55
Номер выпуска11
DOI
СостояниеОпубликовано - 1 ноя 2019

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