
Journal of Organic Chemistry p. 11527 - 11533 (2014)
Update date:2022-08-04
Topics:
Qrareya, Hisham
Protti, Stefano
Fagnoni, Maurizio
Some oxygen-bonded substituents were investigated as leaving groups in photoinduced ArSN1 reactions. Irradiation of aryl imidazylates and of the corresponding imidazolium salts mainly caused homolysis of the ArO-S bond. However, previously unexplored trifluoroethoxy aryl sulfates were found to undergo efficient metal-free arylation. The sulfates were conveniently generated in situ by dissolving the corresponding imidazolium salts in basic 2,2,2-trifluoroethanol.
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