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Photoinduced assembly of the 3,4,4a,7a-tetrahydro-1H-cyclopenta[b]pyridine-2,7-dione core on the basis of allomaltol derivativesстатья
Статья опубликована в высокорейтинговом журнале
Статья опубликована в журнале из списка Web of Science и/или Scopus- Авторы: Milyutin Constantine V., Galimova Renata D., Komogortsev Andrey N., Lichitskii Boris V., Melekhina Valeriya G., Migulin Vasily A., Fakhrutdinov Artem N., Minyaev Mikhail E.
- Журнал: Organic and Biomolecular Chemistry
- Том: 19
- Номер: 45
- Год издания: 2021
- Издательство: Royal Society of Chemistry
- Местоположение издательства: United Kingdom
- Первая страница: 9975
- Последняя страница: 9985
- DOI: 10.1039/d1ob01871j
- Аннотация: A novel photochemical method for the construction of previously unknown substituted 4a,7a-dihydroxy-5-methyl-3,4,4a,7a-tetrahydro-1H-cyclopenta[b]pyridine-2,7-diones based on readily available allomaltol derivatives containing an amide group was established. The proposed approach includes the photoinduced contraction of an allomaltol ring and the subsequent intramolecular cyclization of an unstable α-hydroxy-1,2-diketone intermediate. For the first time we have shown the use of a side chain amide function as a trapping element for the final cyclization of photogenerated α-hydroxy-1,2-diketones. The structures of two synthesized photoproducts were determined by X-ray diffraction.
- Добавил в систему: Галимова Рената Дамировна