Scalable, Electrochemical Oxidation of Unactivated C–H Bonds

[Image: see text] 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...

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Detalles Bibliográficos
Autores principales: Kawamata, Yu, Yan, Ming, Liu, Zhiqing, Bao, Deng-Hui, Chen, Jinshan, Starr, Jeremy T., Baran, Phil S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5465511/
https://www.ncbi.nlm.nih.gov/pubmed/28510449
http://dx.doi.org/10.1021/jacs.7b03539
Descripción
Sumario:[Image: see text] 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.

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