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Oxidative para-Triflation of Acetanilides

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journal contribution
posted on 05.04.2013 by Amélie Pialat, Benoît Liégault, Marc Taillefer
Direct triflation of acetanilide derivatives with silver triflate has been accomplished under mild iodine(III)-mediated oxidative conditions. The reaction shows excellent regioselectivity for the para position and tolerates a range of ortho and meta substituents on the aromatic ring. This method is also compatible with the preparation of arylnonaflates in synthetically useful yields.