The Journal of Organic Chemistry · 2022 · 16 citations · 53 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsPhotocatalysisPhotochemical SynthesisPhotochemistryHeterocycle FunctionalizationMild Reaction ConditionsPhotochemical FunctionalizationPhotoredox CatalysisPhotoredox FunctionalizationRegioselectivitySubstrate CompatibilityTransition-metal-catalyzed Heterocycle Synthesis
We report here a regiospecific [3 + 2] annulation between aminocyclopropanes and various functionalized alkynes enabled by a P/N-heteroleptic Cu(I) photosensitizer under photoredox catalysis conditions. Thus, a divergent construction of 3-aminocyclopentene derivatives including methylsulfonyl-, arylsulfonyl-, chloro-, ester-, and trifluoromethyl-functionalized aminocyclopentenes could be achieved with advantages of high regioselectivity, broad substrate compatibility, and mild and environmentally benign reaction conditions.
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Photoredox Catalysis in Organic Chemistry
Megan H. Shaw, Jack Twilton, David W. C. MacMillan · The Journal of Organic Chemistry · 2016 · 3.1K citations · Full text