Issue 7, 2019

Electrochemical benzylic oxidation of C–H bonds

Abstract

Oxidized products have become increasingly valuable as building blocks for a wide variety of different processes and fine chemistry, especially in the benzylic position. We report herein a sustainable protocol for this transformation through C–H functionalization and is performed using electrochemistry as the main power source and tert-butyl hydroperoxide as the radical source for the C–H abstraction. The temperature conditions reported here do not increase above 50 °C and use an aqueous-based medium. A broad substrate scope is explored, along with bioactive molecules, to give comparable and increased product yields when compared to prior reported literature without the use of electrochemistry.

Graphical abstract: Electrochemical benzylic oxidation of C–H bonds

Supplementary files

Article information

Article type
Communication
Submitted
02 Nov 2018
Accepted
19 Dec 2018
First published
02 Jan 2019

Chem. Commun., 2019,55, 937-940

Author version available

Electrochemical benzylic oxidation of C–H bonds

J. A. Marko, A. Durgham, S. L. Bretz and W. Liu, Chem. Commun., 2019, 55, 937 DOI: 10.1039/C8CC08768G

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