%D 2022
%T Electrochemical Deconstructive Functionalization of Cycloalkanols via Alkoxy Radicals Enabled by Proton-Coupled Electron Transfer
%N 21
%O © 2022 The Authors. Published by American Chemical Society. Original content in this article is licensed under the terms of the Creative Commons Attribution 4.0 International (CC BY 4.0) Licence (https://creativecommons.org/licenses/by/4.0/).
%X Herein, we report a new electrochemical method for alkoxy radical generation from alcohols using a proton-coupled electron transfer (PCET) approach, showcased via the deconstructive functionalization of cycloalkanols. The electrochemical method is applicable across a diverse array of substituted cycloalkanols, accessing a broad range of synthetically useful distally functionalized ketones. The orthogonal derivatization of the products has been demonstrated through chemoselective transformations, and the electrochemical process has been performed on a gram scale in continuous single-pass flow.
%A Mishra Deepak Hareram
%A Albara AMA El Gehani
%A James Harnedy
%A Alex C Seastram
%A Andrew C Jones
%A Matthew Burns
%A Thomas Wirth
%A Duncan L Browne
%A Louis C Morrill
%V 24
%P 3890-3895
%C United States
%L discovery10149766
%I American Chemical Society (ACS)
%J Organic Letters