Catalyst-free aerobic photooxidation of sensitive benzylic alcohols with chemoselectivity controlled using DMSO as the solvent
Ivana Weisheitelová, Naisargi Varma, Josef Chudoba, Gotard Burdziński, Marek Sikorski, Radek Cibulka
Abstract
Irradiation of a solution of an unsaturated benzyl alcohol in DMSO under oxygen leads to ketone formation. Side-oxidations are minimized, thanks to the protective role of the DMSO solvent against singlet oxygen. No catalyst or additives are required.
Topics & Concepts
ChemoselectivityChemistryCatalysisSolventOrganic chemistryPhotochemistryCombinatorial chemistryOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsChemical Synthesis and Reactions