N-Heterocycle-Triggered MCRs: An Approach to the Concise Synthesis of Perfluoroalkylated Spiro-1,3-oxazines
Abstract Multicomponent reactions involving methyl perfluoroalk-2-ynoates initiated by N-heterocycles (quinoline, isoquinoline, and benzothiazole) in the presence of isatins and diaryl 1,2-diketones allowed efficient access to trifluoromethyl- or other perfluoroalkyl-substituted spiro-1,3-oxazine de...
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Veröffentlicht in: | Synthesis (Stuttgart) 2018-12, Vol.50 (23), p.4668-4682 |
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Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Abstract
Multicomponent reactions involving methyl perfluoroalk-2-ynoates initiated by N-heterocycles (quinoline, isoquinoline, and benzothiazole) in the presence of isatins and diaryl 1,2-diketones allowed efficient access to trifluoromethyl- or other perfluoroalkyl-substituted spiro-1,3-oxazine derivatives. This facile transformation is regioselective and proceeded smoothly through a 1,4-dipolar intermediate under mild conditions, affording the products in good to excellent yields. |
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ISSN: | 0039-7881 1437-210X |
DOI: | 10.1055/s-0037-1609563 |