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Palladium-catalyzed synthesis of N-aryl carbamates.

ABSTRACT: 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.

SUBMITTER: Vinogradova EV

PROVIDER: S-EPMC3685193 | biostudies-literature | 2013 Mar

REPOSITORIES: biostudies-literature

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Palladium-catalyzed synthesis of N-aryl carbamates.

Vinogradova Ekaterina V EV Park Nathaniel H NH Fors Brett P BP Buchwald Stephen L SL

Organic letters 20130226 6

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. ...[more]

PMID: 23441814

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