Organic Letters · 2023 · 12 citations · 58 references
Natural SciencesChemistryOrganic ChemistryOrganometallic ChemistryStructure-activity RelationshipsOrganic SynthesisRadical ReactionsAzide FunctionalizationAzide Radical ChemistryAzide ReactivityFunctional Group ToleranceHeterocycle FunctionalizationRadical SpeciesSubstrate ScopeSubstrate Scope Expansion
An oxidative azido-difluoromethylthiolation of alkenes by employing TMSN 3 as the azide source and PhSO 2 SCF 2 H as the difluoromethylthiolation reagent is reported. The present method is characterized by good functional group tolerance, broad substrate scope, and short reaction time, thereby providing an efficient access to synthetically useful β-difluoromethylthiolated azides. Mechanistic studies indicate a radical pathway involved in the reaction.
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Metal-catalyzed electrochemical diazidation of alkenes
Niankai Fu, Gregory S. Sauer, Ambarneil Saha et al. · Science · 2017 · 684 citations