Organic Letters · 2014 · 106 citations · 44 references
Natural SciencesChemistryCatalysisInorganic ChemistryOrganic ChemistryCatalytic MaterialsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAlkylation ReactionsAlkyne ActivationAlkyne FunctionalizationAlkyne MetathesisFunctional Group ToleranceHydroboration Of AlkynesSubstrate ScopeSubstrate Scope Expansion
A general hydroazidation of unactivated alkynes using silver catalysis is reported. The reactions of diverse terminal alkynes with trimethylsilyl azide (TMS-N(3)) in the presence of H(2)O afforded the corresponding vinyl azides in good to excellent yields. This reaction has a broad substrate scope, good functional group tolerance, simple operation, and high reaction efficiency, thus providing an easy access to various functionalized vinyl azides.
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