Litcius/Paper detail

Merging <i>N</i>‐Heterocyclic Carbene Organocatalysis with Hydrogen Atom Transfer Strategy

Qing‐Zhu Li, Xin‐Xin Kou, Ting Qi, Jun‐Long Li

2022ChemCatChem30 citationsDOI

Abstract

Abstract Radical N ‐heterocyclic carbene (NHC) organocatalysis has progressed significantly in recent years, enabling various incredible transformations. However, prefunctionalized substrates bearing a redox functionality were always required. As a result, the direct functionalization of aliphatic C−H bonds in simple substrates remains a challenge. This situation was changed once the hydrogen transfer atom (HAT) strategy was successfully applied in radical NHC catalysis very recently. This concept paper focused on the discussion of merging NHC catalysis with a classical intramolecular 1,5‐HAT process. Moreover, the unprecedented application of intermolecular HAT in radical NHC catalysis is highlighted as a novel catalysis model showing great synthetic promise.

Topics & Concepts

OrganocatalysisCarbeneIntramolecular forceCatalysisChemistryHydrogen atomIntermolecular forceCombinatorial chemistryPhotoredox catalysisEnantioselective synthesisOrganic chemistryMoleculePhotocatalysisAlkylN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods