Copper-Catalyzed Oxaziridine-Mediated Oxidation of C–H Bonds

HF Motiwala, B Gülgeze, J Aube

Index: Motiwala, Hashim F.; Guelgeze, Belgin; Aube, Jeffrey Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 7005 - 7022

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Citation Number: 21

Abstract

The highly regio-and chemoselective oxidation of activated C–H bonds has been observed via copper-catalyzed reactions of oxaziridines. The oxidation proceeded with a variety of substrates, primarily comprising allylic and benzylic examples, as well as one example of an otherwise unactivated tertiary C–H bond. The mechanism of the reaction is proposed to involve single-electron transfer to the oxaziridines to generate a copper-bound radical ...