Visible‐Light‐Promoted Catalytic Ring‐Opening Isomerization of 1,2‐Disubstituted Cyclopropanols to Linear Ketones
Marharyta V. Laktsevich‐Iskryk, Nastassia A. Varabyeva, Volha V. Kazlova, Vladimir N. Zhabinskii, В. А. Хрипач, Alaksiej L. Hurski
Abstract
Isomerization to linear ketones is a valuable transformation of 1,2‐disubstituted cyclopropanols proceeding through radical intermediates. Despite simplicity of this reaction, the known protocol required stoichiometric amounts of both an oxidant and a reducing agent. In this article, we report a catalytic isomerization of 1,2‐disubstituted cyclopropanols to linear ketones enabled by the photoredox catalytic system consisting of an acridinium photocatalyst and diphenyl disulfide under irradiation with blue LEDs.
Topics & Concepts
IsomerizationChemistryCatalysisPhotochemistryStoichiometryPhotoredox catalysisRing (chemistry)PhotocatalysisCombinatorial chemistryOrganic chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods