A counteranion triggered arylation strategy using diaryliodonium fluorides?

Chemical Science Pub Date: 2014-11-12 DOI: 10.1039/C4SC02856B

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.

Graphical abstract: A counteranion triggered arylation strategy using diaryliodonium fluorides
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