Litcius/Paper detail

Mannich-type allylic C–H functionalization of enol silyl ethers under photoredox–thiol hybrid catalysis

Tsubasa Nakashima, Kohsuke Ohmatsu, Takashi Ooi

2020Organic & Biomolecular Chemistry19 citationsDOI

Abstract

The synergy of an Ir-based photosensitizer with mild oxidizing ability and a thiol catalyst enables efficient allylic C-H functionalization of enol silyl ethers with imines under visible light irradiation. Subsequent transformations of the aminoalkylated enol silyl ethers allow for the facile construction of unique molecular frameworks such as functionalized octahydroisoindol-4-one.

Topics & Concepts

SilylationSurface modificationAllylic rearrangementEnolThiolCatalysisChemistryPhotoredox catalysisOrganic chemistryCombinatorial chemistryPhotocatalysisPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions