Alkylsilyl Peroxides as Alkylating Agents in the Copper-Catalyzed Selective Mono-N-Alkylation of Primary Amides and Arylamines

Chemistry : a European Journal
Ryu SakamotoKeiji Maruoka

Abstract

The copper-catalyzed selective mono-N-alkylation of primary amides or arylamines using alkylsilyl peroxides as alkylating agents is reported. The reaction proceeds under mild reaction conditions and exhibits a broad substrate scope with respect to the alkylsilyl peroxides, as well as to the primary amides and arylamines. Mechanistic studies suggest that the present reaction should proceed through a free-radical process that includes alkyl radicals generated from the alkylsilyl peroxides.

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Citations

Oct 18, 2018·Chemistry : a European Journal·Yantao Chen
Dec 9, 2020·Chemical Communications : Chem Comm·Shunya SakuraiKeiji Maruoka
Mar 10, 2021·Organic & Biomolecular Chemistry·Jiamin LvKeiji Maruoka
Oct 6, 2020·Journal of the American Chemical Society·Shunya SakuraiKeiji Maruoka
Apr 30, 2020·The Journal of Organic Chemistry·Lei ChenLi Na Guo

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