Organic Letters · 2017 · 227 citations · 71 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryOrganic SynthesisPhotocatalysisPhotochemical SynthesisPhotochemistrySolvent-free SynthesisBorylation ReactionsCatalytic Cycle AnalysisCatalytic Cycle MechanismsMild Reaction ConditionsPhotochemical FunctionalizationPhotoredox CatalysisPhotoredox FunctionalizationVisible-light Photocatalysis
The conventional methods for preparing alkyl boronates often necessitate anhydrous and demanding reaction conditions. Herein, a new, operationally simple decarboxylative borylation reaction of readily available aliphatic acid derivatives under additive-free visible-light photoredox conditions in nonanhydrous solvents has been described. Primary and secondary alkyl boronates or tetrafluoroborates with various functional groups were prepared accordingly. A catalytic cycle involving alkyl radical reaction with base-activated diboron species has been proposed.
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Zhiwei Zuo, Derek T. Ahneman, Lingling Chu et al. · Science · 2014 · 1.6K citations · Full text
A general alkyl-alkyl cross-coupling enabled by redox-active esters and alkylzinc reagents
Tian Qin, Josep Cornellà, Chao Li et al. · Science · 2016 · 744 citations