Issue 1, 2014

Copper-catalyzed redox-neutral C–H amination with amidoximes

Abstract

CuI-catalyzed reactions of N-alkylamidoximes afforded dihydroimidazoles via sp3 C–H amination. On the other hand, the reactions of N-benzoylamidoximes resulted in sp2 C–H amination to form quinazolinones. The reaction mechanisms could be characterized as a redox-neutral radical pathway including a Cu(I)–Cu(II) redox catalytic cycle.

Graphical abstract: Copper-catalyzed redox-neutral C–H amination with amidoximes

Supplementary files

Article information

Article type
Communication
Submitted
12 Sep 2013
Accepted
31 Oct 2013
First published
01 Nov 2013

Org. Biomol. Chem., 2014,12, 42-46

Copper-catalyzed redox-neutral C–H amination with amidoximes

H. Chen and S. Chiba, Org. Biomol. Chem., 2014, 12, 42 DOI: 10.1039/C3OB41871E

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