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Palladium-Catalyzed Synthesis of N‑Aryl Carbamates

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journal contribution
posted on 15.03.2013, 00:00 by Ekaterina V. Vinogradova, Nathaniel H. Park, Brett P. Fors, Stephen L. Buchwald
An efficient synthesis of aryl carbamates was achieved by introducing alcohols into the reaction of palladium-catalyzed cross-coupling of ArX (X = Cl, OTf) with sodium cyanate. The use of aryl triflates as electrophilic components in this transformation allowed for an expanded substrate scope for direct synthesis of aryl isocyanates. This methodology provides direct access to major carbamate protecting groups, S-thiocarbamates, and diisocyanate precursors to polyurethane materials.