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Scalable, Electrochemical Oxidation of Unactivated C-H Bonds.

ABSTRACT: 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.

SUBMITTER: Kawamata Y

PROVIDER: S-EPMC5465511 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature

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Scalable, Electrochemical Oxidation of Unactivated C-H Bonds.

Kawamata Yu Y Yan Ming M Liu Zhiqing Z Bao Deng-Hui DH Chen Jinshan J Starr Jeremy T JT Baran Phil S PS

Journal of the American Chemical Society 20170523 22

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. ...[more]

PMID: 28510449

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