4.8 Article

Palladium-Catalyzed Synthesis of N-Aryl Carbamates

Journal

ORGANIC LETTERS
Volume 15, Issue 6, Pages 1394-1397

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol400369n

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Funding

  1. National Institutes of Health [GM58160]
  2. National Science Foundation Graduate Research Fellowship
  3. Amgen
  4. MIT

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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.

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