Electrochemical Synthesis of β-Functionalized Ketones via Ring-Opening of Cycloalkanols
作者:Lulu Zhao、Qiwen Zhong、Jian Tian、Mengqi Luo、Chao Yang、Lin Guo、Wujiong Xia
DOI:10.1021/acs.orglett.2c01649
日期:2022.6.24
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.
已经研究了环烷醇与亲核试剂的电化学解构官能化,这使得官能化只发生在酮的β-位。底物范围包括范围广泛的环烷醇以及各种以 N、O、C 和 P 为中心的亲核试剂,可方便地使用 β-官能化酮作为产品。机理研究支持生成 α,β-不饱和酮作为关键中间体,然后与亲核试剂进行迈克尔加成。