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Palladium-Catalyzed Synthesis of N-Aryl Carbamates

Author(s)
Fors, Brett P.; Vinogradova, Ekaterina; Park, Nathaniel Hamilton; Buchwald, Stephen Leffler
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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.
Date issued
2013-02
URI
http://hdl.handle.net/1721.1/93908
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Vinogradova, Ekaterina V., Nathaniel H. Park, Brett P. Fors, and Stephen L. Buchwald. “Palladium-Catalyzed Synthesis of N -Aryl Carbamates.” Org. Lett. 15, no. 6 (March 15, 2013): 1394–1397.
Version: Author's final manuscript
ISSN
1523-7060
1523-7052

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