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A counteranion triggered arylation strategy using diaryliodonium fluorides
1Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB2 1EW , UK . Email: mjg32@cam.ac.uk ; Tel: +44 1223 336318.
Abstract:
A mild and transition metal-free counteranion triggered arylation strategy has been developed using diaryliodonium fluorides. The fluoride counteranion within the hypervalent iodonium species displays unusual reactivity that activates a phenolic O-H bond leading to electrophilic O-arylation. A wide range of phenols and diaryliodonium salts are compatible with this transformation under remarkably mild conditions. Furthermore, we pre-empt the wider implications of this strategy by demonstrating the compatibility of the arylation tactic with latent carbon nucleophiles.
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