Synthesis of α-Amino Ketones from Terminal Alkynes via Rhodium-Catalyzed Denitrogenative Hydration of N-Sulfonyl-1,2,3-triazoles
Tomoya Miura, Tsuneaki Biyajima, Tetsuji Fujii and Masahiro Murakami*
*Department of Synthetic Chemistry and Biological Chemistry,
Kyoto University, Katsura, Kyoto 615-8510, Japan, Email: murakami
sbchem.kyoto-u.ac.jp
T. Miura, T. Biyajima, T. Fujii, M. Murakami, J. Am. Chem. Soc., 2012, 134, 194-196.
DOI: 10.1021/ja2104203
Abstract
N-Sulfonyl-1,2,3-triazoles react with water in the presence of a rhodium catalyst to produce α-amino ketones in high yield. This transformation formally achieves 1,2-aminohydroxylation of terminal alkynes in a regioselective fashion in combination with a copper(I)-catalyzed 1,3-dipolar cycloaddition with N-sulfonyl azides.
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Key Words
hydrolysis, α-amino ketones, microwave synthesis
ID: J48-Y2012-0080
