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A Synthetic Approach to N-Aryl Carbamates via Copper-Catalyzed Chan-Lam Coupling at Room Temperature

Soo-Yeon Moon, U. Bin Kim, Dan-Bi Sung and Won-Suk Kim*

*Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, South Korea, Email:

S.-Y. Moon, U. Bin Kim, D.-B. Sung, W.-S. Kim, J. Org. Chem., 2015, 80, 1856-1865.

DOI: 10.1021/jo502828r

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The reaction of azidoformates with boronic acids in the presence of 10 mol% of copper chloride enables a mild and efficient synthesis of N-arylcarbamates in an open flask at room temperature without additional base, ligand, or additive. A subsequent reaction with aluminum-amine complexes in a two-step one-pot procedure gives N-arylcarbamates.

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Key Words

Carbamates, Chan-Lam Coupling, Anilines

ID: J42-Y2015