Visible-light-mediated defluorinative cyclization of α-fluoro-β-enamino esters catalyzed by 4-CzIPN

Using 4-CzIPN as an energy transfer (EnT) photocatalyst and α-fluoro-β-enamino esters as substrates, a mild 6π-photocyclization/defluorination of N -aryl enamines was carried out to efficiently construct indoles without an oxidant and a transition metal catalyst under visible light irradiation. Mech...

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Veröffentlicht in:Organic Chemistry Frontiers 2022-06, Vol.9 (13), p.3499-3505
Hauptverfasser: Song, Yi-Fan, Niu, Xiaoying, Zhao, Jincan, Shen, Shigang, Yang, Xiu-Long
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Sprache:eng
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Zusammenfassung:Using 4-CzIPN as an energy transfer (EnT) photocatalyst and α-fluoro-β-enamino esters as substrates, a mild 6π-photocyclization/defluorination of N -aryl enamines was carried out to efficiently construct indoles without an oxidant and a transition metal catalyst under visible light irradiation. Mechanistic studies reveal that the triplet N -aryl enamines produced through energy transfer from the excited 4-CzIPN* are responsible for the formation of indoles.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D2QO00412G