Issue 13, 2022

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

Abstract

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.

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

Supplementary files

Article information

Article type
Research Article
Submitted
14 Mar 2022
Accepted
09 May 2022
First published
12 May 2022

Org. Chem. Front., 2022,9, 3499-3505

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

Y. Song, X. Niu, J. Zhao, S. Shen and X. Yang, Org. Chem. Front., 2022, 9, 3499 DOI: 10.1039/D2QO00412G

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