可扩展的、电化学氧化未活化的 C-H 键。

Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.

Asymchem Life Science (Tianjin), Tianjin Economic-Technological Development Zone , Tianjin 300457, China.

J Am Chem Soc. 2017 Jun 7;139(22):7448-7451. doi: 10.1021/jacs.7b03539. Epub 2017 May 23.

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.

本文提出了一种实用的电化学氧化未活化 C-H 键的方法。该反应利用简单的氧化还原介体——奎宁环，以及廉价的碳和镍电极，选择性地官能化“深埋”的亚甲基和次甲基部分。该过程具有广泛的适用范围和良好的官能团兼容性。通过对斯卡罗醇进行 50 克规模的氧化实验，证明了该方法具有良好的可扩展性，有望立即得到广泛应用。