Photocatalytic Deoxygenation of Sulfoxides Using Visible Light: Mechanistic Investigations and Synthetic Applications
Aimee K. Clarke, Alison Parkin, Richard J. K. Taylor, William P. Unsworth, James A. Rossi‐Ashton
Abstract
is reported. Mechanistic studies indicate that a radical chain mechanism operates, which proceeds via a phosphoranyl radical generated from a radical/polar crossover process. Initiation of the radical chain was found to proceed via two opposing photocatalytic quenching mechanisms, offering complementary reactivity. The mild nature of the radical deoxygenation process enables the reduction of a wide range of functionalized sulfoxides, including those containing acid-sensitive groups, in typically high isolated yields.
Topics & Concepts
DeoxygenationPhotocatalysisChemistryPhotochemistryQuenching (fluorescence)Reactivity (psychology)CatalysisPolarCombinatorial chemistryOrganic chemistryFluorescenceAlternative medicinePathologyQuantum mechanicsAstronomyPhysicsMedicineSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods