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Recent Advances in Organic Synthesis Using Light‐Mediated N‐Heterocyclic Carbene Catalysis

Leyre Marzo

2021European Journal of Organic Chemistry35 citationsDOIOpen Access PDF

Abstract

Abstract The combination of photocatalysis with other ground state catalytic systems have attracted much attention recently due to the enormous synthetic potential offered by a dual activation mode. The use of N ‐heterocyclic carbene (NHC) as organocatalysts emerged as an important synthetic tool. Its ability to harness umpolung reactivity by the formation of the Breslow intermediate has been employed in the synthesis of thousands of biologically important compounds. However, the available coupling partners are relatively restricted, and its combination with other catalytic systems might improve its synthetic versatility. Thus, merging photoredox and N ‐heterocyclic carbene (NHC) catalysis has emerged recently as a powerful strategy to develop new transformations and give access to a whole new branch of synthetic possibilities. This review compiles the NHC catalyzed methods mediated by light, either in the presence or absence of an external photocatalyst, that have been described so far, and aims to give an accurate overview of the potential of this activation mode.

Topics & Concepts

UmpolungCarbeneChemistryCatalysisCombinatorial chemistryOrganocatalysisOrganic synthesisPhotoredox catalysisPhotocatalysisReactivity (psychology)Enantioselective synthesisOrganic chemistryMedicineAlternative medicineNucleophilePathologyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsN-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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