Deconstructive Functionalization of Unstrained Cycloalkanols via Electrochemically-Generated Aromatic Radical Cations: data

Herein we report an electrochemical approach for the deconstructive functionalization of cycloalkanols, where various alcohols, carboxylic acids, and N-heterocycles are employed as nucleophiles. The method has been demonstrated across a broad range of cycloalkanol substrates, including various ring sizes and substituents, to access useful remotely functionalized ketone products (36 examples). The method was demonstrated on gram-scale via single pass continuous flow, which exhibited increased productivity in relation to the batch process.

Analysis of reaction products from this methodology resulted in the following data:

1H, 19F and 13C NMR raw data files

IR spectra

High resolution mass spectrometry spectra.