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Selective transformation of tricyclic peroxides with pronounced antischistosomal activity into 2-hydroxy-1,5-diketones using iron (II) saltsстатья
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: 11 ноября 2016 г.
- Авторы: Terent'ev Alexander O., Pastukhova Zhanna Yu, Yaremenko Ivan A., Novikov Roman A., Demchuk Dmitry V., Bruk Lev G., Levitsky Dmitry O., Fleury Fabrice, Nikishin Gennady I.
- Журнал: Tetrahedron
- Том: 72
- Номер: 24
- Год издания: 2016
- Издательство: Pergamon Press Ltd.
- Местоположение издательства: United Kingdom
- Первая страница: 3421
- Последняя страница: 3426
- DOI: 10.1016/j.tet.2016.04.054
- Аннотация: The present work deals with selective transformations of peroxides into organic compounds via the cleavage of the O-O bond using variable valence metals. A selective transformation of tricyclic peroxides promoted by Fe2+ salts was discovered. This selective transformation is unexpected for compounds with structural features which allow diverse decomposition pathways. 2-Hydroxy-1,5-diketones are prepared in yields up to 92% in the reactions of tricyclic peroxides with FeSO4, Fe(ClO4)(2), or FeCl2. This is a new preparative method for the synthesis of 1,5-diketones. 2-Hydroxy-1,5-diketones in CDCl3 at 25 degrees C exist mainly in the open-chain form of the hydroxyketone over the cyclic hemiacetal. The results of this work can be of interest to understand the mechanism of the antiparasitic action of peroxides. (C) 2016 Elsevier Ltd. All rights reserved.
- Добавил в систему: Терентьев Александр Олегович