Visible-Light-Induced Monofluoroalkenylation and gem-Difluoroallylation of Inactivated C(sp3)–H Bonds via 1,5-Hydrogen Atom Transfer (HAT)
The direct monofluoroalkenylation of C(sp3)–H bonds is of great importance and quite challenging. Current methods have been restricted to the monofluoroalkenylation of activated C(sp3)–H bonds. Here, we reported the photocatalyzed C(sp3)–H monofluoroalkenylation of inactivated C(sp3)–H bonds wit...
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Veröffentlicht in: | Journal of organic chemistry 2023-03, Vol.88 (6), p.3883-3896 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | The direct monofluoroalkenylation of C(sp3)–H bonds is of great importance and quite challenging. Current methods have been restricted to the monofluoroalkenylation of activated C(sp3)–H bonds. Here, we reported the photocatalyzed C(sp3)–H monofluoroalkenylation of inactivated C(sp3)–H bonds with gem-difluoroalkenes via 1,5-hydrogen atom transfer. This process shows good functional group tolerance, such as halides (F, Cl), nitrile, sulfone, ester, and pyridine, and good γ-selectivity. Moreover, this method succeeds in the photocatalyzed gem-difluoroallylation of inactivated C(sp3)–H with α-trifluoromethyl alkenes. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.3c00144 |