Construction of Cyclic Nitrones Enabled by Photodriven and Gold-Catalyzed 1,3-Azaprotio Transfer of Allenyloximes
A protocol was developed to construct five- to seven-membered cyclic nitrones through the gold-catalyzed 1,3-azaprotio transfer of allenyloximes under photoirradiation. The photoisomerization of oximes was suggested to convert the inert stereoisomer to a reactive one. This photodriven and gold-catal...
Gespeichert in:
Veröffentlicht in: | Journal of organic chemistry 2023-11, Vol.88 (21), p.15395-15403 |
---|---|
Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | A protocol was developed to construct five- to seven-membered cyclic nitrones through the gold-catalyzed 1,3-azaprotio transfer of allenyloximes under photoirradiation. The photoisomerization of oximes was suggested to convert the inert stereoisomer to a reactive one. This photodriven and gold-catalyzed ring formation could be further extended to the thermodynamically stable aryl ketoximes with an E-configuration, which previously displayed chemical inertness in the absence of light irradiation. |
---|---|
ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.3c01937 |