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Synthesis and Structure of Esterification Products of 6-aryl-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic Acidsстатья
Информация о цитировании статьи получена из
Web of Science,
Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 10 октября 2019 г.
- Авторы: Nadirova Maryana A., Pokazeev Kuz'ma M., Kolesnik Irina A., Dorovatovskii Pavel V., Bumagin Nikolay A., Potkin Vladimir I.
- Журнал: Chemistry of Heterocyclic Compounds
- Том: 55
- Номер: 8
- Год издания: 2019
- Издательство: Kluwer Academic/Plenum Publishers
- Местоположение издательства: United States
- Первая страница: 729
- Последняя страница: 738
- DOI: 10.1007/s10593-019-02528-z
- Аннотация: It was found that the reaction of 5-arylfurfurilamines with maleic anhydride leads to the formation of 6-aryl-3a,6-epoxyisoindole-7-carboxylic acids (the cyclic form), which in solution are in dynamic equilibrium with N-furfurylmaleinamides (the open form). During the esterification of these tautomeric mixtures with methanol in the presence of a catalytic amount of sulfuric acid, methyl esters of 5-aryl-7a-hydroxy-7-methoxy-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindole-4-carboxylic acids, unexpected cleavage products of the 3a,6-oxo bridge of the cyclic form, are formed diastereospecifically. The structure of the obtained products was confirmed by X-ray structural analysis.
- Добавил в систему: Бумагин Николай Александрович