Litcius/Paper detail

Direct Oxygenation of C–H Bonds through Photoredox and Palladium Catalysis

Sk. Sheriff Shah, Maniklal Shee, Amit Kumar Singh, Amrita Paul, N. D. Pradeep Singh

2020The Journal of Organic Chemistry36 citationsDOI

Abstract

This report presents the oxygenation of C–H bonds via the merger of photocatalysis and Pd catalysis. Herein, we describe the utilization of a photocatalyst to oxidize an organopalladium(II) intermediate to high-valent PdIII or PdIV intermediates, which promotes the formation of C–O bonds. The demonstrated method works efficiently with various directing groups, such as oxime ether and benzothiazole. The applicability of this direct C–O bond formation method is shown by synthesizing several metal complexes of 2-(benzo[d]thiazol-2-yl)phenol that can be used in organic light-emitting diodes and pharmaceuticals.

Topics & Concepts

ChemistryPalladiumPhotoredox catalysisOxygenationCatalysisPhotochemistryOrganic chemistryPhotocatalysisBiologyEcologyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions