Electrochemical Synthesis of β-Functionalized Ketones via Ring-Opening of Cycloalkanols

作者：Lulu Zhao, Zhong QiWen, Jian Tian, Mengqi Luo, Chao Yang, Lin Guo, Wujiong Xia · 发表于：Organic Letters · 年份：2022 · DOI：10.1021/acs.orglett.2c01649 · 被引用次数：41 · 研究领域：Radical Photochemical Reactions、Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods

The electrochemical deconstructive functionalization of cycloalkanols with nucleophiles has been studied, which allows functionalization to occur exclusively at the β-position of ketones. The substrate scope includes a wide range of cycloalkanols as well as diverse N, O, C, and P-centered nucleophiles, providing ready access to β-functionalized ketones as products. Mechanistic studies support the generation of α,β-unsaturated ketones as key intermediates followed by Michael addition with nucleophiles.