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Indium Triiodide Catalyzed Reductive Functionalization of Amides via the Single-Stage Treatment of Hydrosilanes and Organosilicon Nucleophiles

Yoshihiro Inamoto, Yuta Kaga, Yoshihiro Nishimoto, Makoto Yasuda and Akio Baba*

*Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Email: babachem.eng.osaka-u.ac.jp

Y. Inamoto, Y. Kaga, Y. Nishimoto, M. Yasuda, A. Baba, Org. Lett., 2013, 15, 3448-3451.

DOI: 10.1021/ol4015317 (free Supporting Information)


Abstract

An indium triiodide catalyzed deoxygenative functionalization of N-sulfonyl amides with silyl cyanide or silyl enolates in the presence of hydrosilanes gives α-cyanoamines and β-aminocarboxyl compounds, respectively.

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Key Words

cyanation, β-amino acids, phenylsilane


ID: J54-Y2013