Visible-light-induced tandem difluoroalkylated spirocyclization of N -arylpropiolamides: access to C3-difluoroacetylated spiro[4,5]trienones
A visible-light-catalyzed difluoroacetylated spirocyclization of N -arylpropiolamides with ethyl bromodifluoroacetate as a CF 2 CO 2 Et radical precursor is described. This approach allows the formation of two carbon–carbon bonds and one carbon–oxygen bond in a single reaction through a sequence of...
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Veröffentlicht in: | New journal of chemistry 2022-02, Vol.46 (9), p.4470-4482 |
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Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
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Zusammenfassung: | A visible-light-catalyzed difluoroacetylated spirocyclization of
N
-arylpropiolamides with ethyl bromodifluoroacetate as a CF
2
CO
2
Et radical precursor is described. This approach allows the formation of two carbon–carbon bonds and one carbon–oxygen bond in a single reaction through a sequence of C–H oxidative coupling,
ipso
-cyclization and dearomatization processes. This protocol affords a straightforward route to synthesize CF
2
CO
2
Et-containing spiro[4.5]trienones in moderate to good yields. |
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ISSN: | 1144-0546 1369-9261 |
DOI: | 10.1039/D2NJ00131D |