Journal
TETRAHEDRON
Volume 75, Issue 2, Pages 172-179Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.11.048
Keywords
Cu catalysis; Alkylsilyl peroxide; N-Alkylation; O-Alkylation; Radical reaction
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Funding
- MEXT, Japan [JP26220803, JP17H06450]
- Japan Society for the Promotion of Science for Young Scientists for Research Fellowship
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This article describes a novel method for the generation of alkyl radicals from alkylsilyl peroxides and their applications to the Cu-catalyzed mono-N-alkylation of amides or arylamines, and to the O-alkylation of carboxylic acids. The use of alkylsilyl peroxides as alkyl radical sources includes the following synthetic advantages: i) various alkylsilyl peroxides can be readily synthesized from the corresponding alcohols and be stored at bench, and ii) a variety of alkyl radicals can be generated efficiently under mild conditions. (C) 2018 Elsevier Ltd. All rights reserved.
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