Palladium-Catalyzed Synthesis of N-Aryl Carbamates
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Buchwald_Palladium-catalyzed synthesis.pdf
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Author(s)
Fors, Brett P.
Vinogradova, Ekaterina
Park, Nathaniel Hamilton
Buchwald, Stephen Leffler
Date Issued
February 2013
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.
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Author's final manuscript
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ol400369n
