Issue 78, 2021

Weak base-promoted selective rearrangement of oxaziridines to amides via visible-light photoredox catalysis

Abstract

The selective rearrangement of oxaziridines to amides via a single electron transfer (SET) pathway is unexplored. In this study, we present a weak base-promoted selective rearrangement of oxaziridines to amides via visible-light photoredox catalysis. The developed method shows excellent functional group tolerance with a broad substrate scope and good to excellent yields. Furthermore, control experiments and density functional theory (DFT) calculations are performed to gain insight into the reactivity and selectivity.

Graphical abstract: Weak base-promoted selective rearrangement of oxaziridines to amides via visible-light photoredox catalysis

Supplementary files

Article information

Article type
Communication
Submitted
16 Jūl. 2021
Accepted
23 Aug. 2021
First published
23 Aug. 2021

Chem. Commun., 2021,57, 9995-9998

Weak base-promoted selective rearrangement of oxaziridines to amides via visible-light photoredox catalysis

J. Park, S. Park, G. S. Jang, R. H. Kim, J. Jung and S. K. Woo, Chem. Commun., 2021, 57, 9995 DOI: 10.1039/D1CC03855A

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