Electrochemical Deconstructive Functionalization of Cycloalkanols via Alkoxy Radicals Enabled by Proton-Coupled Electron Transfer

Autor: Mishra Deepak Hareram, Albara A. M. A. El Gehani, James Harnedy, Alex C. Seastram, Andrew C. Jones, Matthew Burns, Thomas Wirth, Duncan L. Browne, Louis C. Morrill
Rok vydání: 2022
Předmět:
Zdroj: Organic letters. 24(21)
ISSN: 1523-7052
1523-7060
Popis: 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.
Databáze: OpenAIRE