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Scalable, Electrochemical Oxidation of Unactivated C–H Bonds
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2017-05-16 00:00:00 , DOI: 10.1021/jacs.7b03539
Yu Kawamata 1 , Ming Yan 1 , Zhiqing Liu 2 , Deng-Hui Bao 2 , Jinshan Chen 3 , Jeremy T. Starr 3 , Phil S. Baran 1
Affiliation  

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.

中文翻译:

可扩展的未活化CH键的电化学氧化

提出了一种未活化的CH键的实际电化学氧化方法。该反应利用简单的氧化还原介体奎尼啶,并用廉价的碳和镍电极选择性地官能化“深位”亚甲基和次甲基部分。该方法展现出广泛的范围和良好的官能团相容性。如香紫苏内酯的50 g规模氧化所示,可扩展性预示着立即和广泛采用。
更新日期:2017-05-24
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