The Journal of Organic Chemistry · 2023 · 20 citations · 40 references
Natural SciencesChemistryMedicinal ChemistryCatalysisGreen ChemistryOrganic ChemistryPhotocatalysisPhotochemical SynthesisPhotochemistryRadical ReactionsRedox CatalysisRedox ReactionsMild Reaction ConditionsPhotocatalytic SynthesisRadical Cascade ReactionsRadical CyclizationRadical Reaction MechanismsReaction Mechanism ElucidationSubstrate ScopeSubstrate Scope Expansion
Herein, we report the first metal-free, redox-neutral strategy for radical cascade alkylative radical addition, cyclization of N -arylacrylamides with unactivated alkyl chlorides to give corresponding 3,3-disubstituted oxindoles in moderate to good yields. This transformation’s salient features are the utilization of an organo photocatalyst, mild reaction conditions, and broad substrate scope. Moreover, this methodology is suitable for hetero cycle derived acrylamides and further allowed to utilize aryl chlorides for radical cyclization reaction. Finally, DFT studies allow us to shed light on the reaction mechanism.
40
Density-functional thermochemistry. III. The role of exact exchange
Axel D. Becke · The Journal of Chemical Physics · 1993 · 102.8K citations
Natural Sciences, Chemistry, Physics +13
Yiyang Liu, Seo‐Jung Han, Wenbo Liu et al. · Accounts of Chemical Research · 2015 · 820 citations · Full text