Publication | Open Access
Photoinduced Remote Functionalisations by Iminyl Radical Promoted C−C and C−H Bond Cleavage Cascades
95
Citations
82
References
2017
Year
EngineeringPhotoredox ProcessPhotochemistryMechanistic PhotochemistryRadical (Chemistry)Diversity-oriented SynthesisRemote FluorinationPhotoinduced Cascade StrategyPhotoinduced Remote FunctionalisationsSynthetic PhotochemistryOrganic ChemistryPhotocatalysisRadical TranspositionChemistryPhotosensitizersBiomolecular EngineeringHealth Sciences
Abstract A photoinduced cascade strategy leading to a variety of differentially functionalised nitriles and ketones has been developed. These reactions rely on the oxidative generation of iminyl radicals from simple oximes. Radical transposition by C(sp 3 )−(sp 3 ) and C(sp 3 )−H bond cleavage gives access to distal carbon radicals that undergo S H 2 functionalisations. These mild, visible‐light‐mediated procedures can be used for remote fluorination, chlorination, and azidation, and were applied to the modification of bioactive and structurally complex molecules.
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