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Thermal transformations of 2H-benzimidazole 1,3-dioxides Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171
Вых. Данные Год: 2011, Том: 60, Номер: 8, Страницы: 1723-1728 Страниц : DOI: 10.1007/s11172-011-0257-x
Ключевые слова 2H-benzimidazoles; 2,1,4-benzoxadiazines; heterocyclic N-oxides; rearrangements; phototransformation; oxidation
Авторы Samsonov V. A. 1 , Bagryanskaya I. Yu 1 , Gatilov Yu V. 1 , Savel'ev V. A. 1
Организации
1 (Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

Реферат: Thermal transformations of 2H-benzimidazole 1,3-dioxides represented by spiro[2H-benz-imidazole-2,1'-cyclohexane] 1,3-dioxide and its 5-nitro derivative were studied. Their heating resulted in reversible isomerization to spiro[3H-[2,1,4]benzoxadiazine-3,1'-cyclohexane] 4-oxides. More prolonged heating of 2H-benzimidazole 1,3-dioxides caused sequential elimination of the first and then (at higher temperature) the second N-oxide oxygen atom to form 2H-benzimidazole derivatives, which upon further heating were transformed to 7,8,9,10-tetrahydro-6H-azepino[1,2-a]benzimidazoles. A scheme of the process was suggested, which described the experimental data obtained. Spiro[3H-[2,1,4]benzoxadiazine-3,1'-cyclohexane] 4-oxides on exposure to the sunlight were quantitatively transformed to 2H-benzimidazole 1,3-dioxides.
Библиографическая ссылка: Samsonov V.A. , Bagryanskaya I.Y. , Gatilov Y.V. , Savel'ev V.A.
Thermal transformations of 2H-benzimidazole 1,3-dioxides
Russian Chemical Bulletin. 2011. V.60. N8. P.1723-1728. DOI: 10.1007/s11172-011-0257-x WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 авг. 2011 г.
Опубликована online: 29 мая 2012 г.
Идентификаторы БД:
Web of science: WOS:000304617900032
Scopus: 2-s2.0-84864546127
РИНЦ: 20523810
OpenAlex: W2088612296
Цитирование в БД:
БД Цитирований
Web of science 4
Scopus 5
РИНЦ 4
OpenAlex 5
Альметрики: