3 years ago

Scalable, Electrochemical Oxidation of Unactivated C–H Bonds

Scalable, Electrochemical Oxidation of Unactivated C–H Bonds
Jinshan Chen, Deng-Hui Bao, Phil S. Baran, Zhiqing Liu, Yu Kawamata, Ming Yan, Jeremy T. Starr
A practical electrochemical oxidation of unactivated C–H bonds is presented. This reaction utilizes a simple redox mediator, quinuclidine, with inexpensive carbon and nickel electrodes to selectively functionalize “deep-seated” methylene and methine moieties. The process exhibits a broad scope and good functional group compatibility. The scalability, as illustrated by a 50 g scale oxidation of sclareolide, bodes well for immediate and widespread adoption.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b03539

DOI: 10.1021/jacs.7b03539

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