Abstract
A novel chemoselective reaction for the formation of C–O bonds by C(sp<sup>2</sup>)–F bond cleavage and concomitant N-trifluoroacylation of fluoroanilines using trifluoroacetic acid and Oxone<sup>®</sup> is presented. This domino reaction gives <i>o</i>-hydroxy-<i>N</i>-trifluoroacetanilides in good yields under metal-free conditions in a single step. Selective <i>ortho</i>-directed monohydroxylation and N-trifluoroacylation of 2- and 6-fluoro- or 2,6-difluoro-substituted anilines takes place in this transformation.
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