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Photocatalytic Carbonylation Strategies: A Recent Trend in Organic Synthesis

Jitender Singh, Shivani Sharma, Anuj Sharma

2020The Journal of Organic Chemistry84 citationsDOI

Abstract

In the last few decades, photocatalytic radical carbonylation strategies have received considerable attention as they are becoming a formidable tool in the toolbox of organic synthesis. These carbonylation strategies involve the incorporation of a carbon monoxide into organic molecules in an atom- and step-economical manner. Mostly, these strategies rely on the generation of an acyl radical as a key intermediate, which would be created via incorporation of CO molecule to an alkyl/aryl radical. The production of alkyl/aryl radical in these methodologies required either the high-intensity light-induced transition-metal (TM)-catalyzed systems or visible-light-induced photocatalytic systems that would be capable of mediating single electron transfer (SET) to the C(sp3)- or C(sp2)-hybridized coupling partners. Here, in this review, the development in the field of photocatalytic carbonylation is described by compiling the literature of the last 40 years, and their reaction mechanisms have been emphatically discussed. In addition, to aid readers, we have assimilated redox potentials of photocatalysts and substrates for a better sense of spontaneity of these photoredox carbonylation reactions.

Topics & Concepts

CarbonylationPhotocatalysisArylChemistryPhotochemistryAlkylOrganic synthesisCarbon monoxideRadicalPhotoredox catalysisCatalysisCombinatorial chemistryOrganic chemistryRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Photocatalytic Carbonylation Strategies: A Recent Trend in Organic Synthesis | Litcius