Stable Bicyclic Functionalized Nitroxides: The Synthesis of Derivatives of Aza-nortropinone-5-Methyl-3-oxo-6,8-diazabicyclo[3.2.1]-6-octene 8-oxyls Научная публикация
Журнал |
Molecules
, E-ISSN: 1420-3049 |
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Вых. Данные | Год: 2021, Том: 26, Номер: 10, Номер статьи : 3050, Страниц : DOI: 10.3390/molecules26103050 | ||
Ключевые слова | bicyclic nitroxide; condensation; acetylacetone; base-catalyzed recyclization; 3-imidazoline nitroxide; TEMPON; 8-hydroxy-5-methyl-3-oxo-6,8-diazabicyclo[3.2.1]-6-octene | ||
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Реферат:
In recent decades, bicyclic nitroxyl radicals have caught chemists' attention as selective catalysts for the oxidation of alcohols and amines and as additives and mediators in directed C-H oxidative transformations. In this regard, the design and development of synthetic approaches to new functional bicyclic nitroxides is a relevant and important issue. It has been reported that imidazo[1,2-b]isoxazoles formed during the condensation of acetylacetone with 2-hydroxyaminooximes having a secondary hydroxyamino group are recyclized under mild basic catalyzed conditions to 8-hydroxy-5-methyl-3-oxo-6,8-diazabicyclo[3.2.1]-6-octenes. The latter, containing a sterically hindered cyclic N-hydroxy group, upon oxidation with lead dioxide in acetone, virtually quantitatively form stable nitroxyl bicyclic radicals of a new class, which are derivatives of both 2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl (TEMPON) and 3-imidazolines.
Библиографическая ссылка:
Grigor'eva L.N.
, Tikhonov A.Y.
, Lomanovich K.A.
, Mazhukin D.G.
Stable Bicyclic Functionalized Nitroxides: The Synthesis of Derivatives of Aza-nortropinone-5-Methyl-3-oxo-6,8-diazabicyclo[3.2.1]-6-octene 8-oxyls
Molecules. 2021. V.26. N10. 3050 . DOI: 10.3390/molecules26103050 WOS Scopus РИНЦ
Stable Bicyclic Functionalized Nitroxides: The Synthesis of Derivatives of Aza-nortropinone-5-Methyl-3-oxo-6,8-diazabicyclo[3.2.1]-6-octene 8-oxyls
Molecules. 2021. V.26. N10. 3050 . DOI: 10.3390/molecules26103050 WOS Scopus РИНЦ
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Полный текст от издателя
Даты:
Опубликована online: | 20 мая 2021 г. |
Идентификаторы:
Web of science | WOS:000655205800001 |
Scopus | 2-s2.0-85107291104 |
РИНЦ | 46862884 |
OpenAlex | W3165691502 |