Aerobic Oxidative Transformation of Primary Azides to Nitriles by Ruthenium Hydroxide Catalyst
Jinling He, Kazuya Yamaguchi and Noritaka Mizuno*
*Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan, Email: tmizunomail.ecc.u-tokyo.ac.jp
J. He, K. Yamaguchi, N. Mizuno, J. Org. Chem., 2011, 76, 4552-4553.
DOI: 10.1021/jo2004956 (free Supporting Information)
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In the presence of an easily prepared supported ruthenium hydroxide catalyst, Ru(OH)x/Al2O3, various primary azides including benzylic, allylic, and aliphatic ones could be converted into the corresponding nitriles in good yields. The Ru(OH)x/Al2O3 catalyst could be further employed for synthesis of amides in water from benzylic or aliphatic primary azides.
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K. Yamaguchi, N. Mizuno, Angew. Chem. Int. Ed., 2003, 42, 1480-1483.