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Copper-Catalyzed Amination of Vinyl Azides to α-Ketoamides
release_ztdwcyrekfe3joc5neess5co5y
by
Yu Wang,
Dongling Zhang,
Kaining Zhang,
Zhenhua Liu,
Jing Lin,
Wei Cao,
Zhongxue Fang
Abstract
An efficient approach for the amination of vinyl azides with N,N-dialkylacylamides has been developed. By using this protocol, structurally important α-ketoamides can be easily synthesized. The key to success is not only the introduction of a Cu(I)/oxygen catalytic system but also the utilization of t-BuOCl and benzoic acid as additives. The reaction is operationally simple, scalable, and displays broad scope and functional group tolerance. A possible mechanism involving copper-catalyzed oxidative generation of peroxide radicals is proposed.
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