Chemistry - An Asian Journal · 2019 · 63 citations · 51 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryHeterocycle SynthesisOrganic SynthesisPhotocatalysisPhotochemical SynthesisDecarboxylative CouplingDecarboxylative Cross-couplingFunctional Group ToleranceMild Reaction ConditionsPhotocatalytic Heterocycle SynthesisPhotochemical FunctionalizationQuinoxaline ChemistryQuinoxaline Synthesis
Abstract A novel visible‐light‐driven decarboxylative coupling of alkyl N ‐hydroxyphthalimide esters (NHP esters) with quinoxalin‐2(1 H )‐ones has been developed. This C( sp 2 )−C( sp 3 ) bond‐forming transformation exhibits excellent substrate generality with respect to both the coupling partners. Of note, a series of 3‐primary alkyl‐substituted quinoxalin‐2(1 H )‐ones that were difficult to synthesize by previous methods could be obtained in moderate to excellent yields. Additionally, the mild conditions, easy availability of substrates, wide functional group tolerance and operational simplicity make this protocol practical in the synthesis of 3‐alkylated quinoxalin‐2(1 H )‐ones.
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Photocatalytic decarboxylative alkylations mediated by triphenylphosphine and sodium iodide
Ming‐Chen Fu, Rui Shang, Bin Zhao et al. · Science · 2019 · 793 citations
Nucleophilic character of alkyl radicals—VI
Francesco Minisci, R. BERNARDI, F. Bertini et al. · Tetrahedron · 1971 · 473 citations