Angewandte Chemie International Edition · 2020 · 60 citations · 105 references
Natural SciencesChemistryCatalysisFunctional MaterialsGreen ChemistryCatalytic MaterialsCross-coupling ReactionsHeterocycle SynthesisPhotocatalysisPhotochemical SynthesisPhotochemistryCatalytic FunctionalizationFluorination ProcessesGold Surface FunctionalizationHeterocycle FunctionalizationMild Reaction ConditionsTransition-metal-catalyzed Functionalization
A strategically novel synthetic method for the fluoroarylation of allenic ester was developed that enables the expedient construction of a host of β-fluoroalkyl-containing cinnamate derivatives. The reaction proceeds through visible-light-promoted gold redox catalysis, occurs smoothly under very mild reaction conditions, accommodates a large variety of functional groups, and more importantly allows the incorporation of fluorine and aryl groups with excellent regio- and stereoselectivity. The concomitant activation mode for both the allene motif and the hydrogen fluoride is key for the success of the reaction.
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The Many Roles for Fluorine in Medicinal Chemistry
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Asymmetric Electrophilic Fluorination Using an Anionic Chiral Phase-Transfer Catalyst
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