Peculiarities of the Reaction of 2-Amino-1,4-naphthoquinones with 2,2-Dihydroxy-1H-indene-1,3(2H)-dione
- Autores: Gornostaev L.M.1, Fominykh O.I.1, Lavrikova T.I.1, Khalyavina Y.G.1, Gatilov Y.V.2,3, Stashina G.A.4
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Afiliações:
- Astaf’ev Krasnoyarsk State Pedagogical University
- Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
- Novosibirsk State University
- Zelinskii Institute of Organic Chemistry
- Edição: Volume 55, Nº 11 (2019)
- Páginas: 1716-1725
- Seção: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/221371
- DOI: https://doi.org/10.1134/S1070428019110125
- ID: 221371
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Resumo
—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.
Sobre autores
L. Gornostaev
Astaf’ev Krasnoyarsk State Pedagogical University
Autor responsável pela correspondência
Email: gornostaev@kspu.ru
Rússia, ul. A. Lebedevoi 89, Krasnoyarsk, 660049
O. Fominykh
Astaf’ev Krasnoyarsk State Pedagogical University
Email: galina_stashina@chemical-block.com
Rússia, ul. A. Lebedevoi 89, Krasnoyarsk, 660049
T. Lavrikova
Astaf’ev Krasnoyarsk State Pedagogical University
Email: galina_stashina@chemical-block.com
Rússia, ul. A. Lebedevoi 89, Krasnoyarsk, 660049
Yu. Khalyavina
Astaf’ev Krasnoyarsk State Pedagogical University
Email: galina_stashina@chemical-block.com
Rússia, ul. A. Lebedevoi 89, Krasnoyarsk, 660049
Yu. Gatilov
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch; Novosibirsk State University
Email: galina_stashina@chemical-block.com
Rússia, pr. Akademika Lavrentieva 9, Novosibirsk, 630090; ul. Pirogova 2, Novosibirsk, 630090
G. Stashina
Zelinskii Institute of Organic Chemistry
Autor responsável pela correspondência
Email: galina_stashina@chemical-block.com
Rússia, Leninskii pr. 47, Moscow, 119991
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