Organic & Biomolecular Chemistry · 2017 · 21 citations · 86 references
Natural SciencesChemistryCatalysisOrganic ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic Synthesis1, 3-Dipolar CycloadditionKetonesRing-forming ReactionsSubstrate ScopeSubstrate Scope ExpansionSubstrate Scope ScreeningTriazole ChemistryTriazole Synthesis
A NHC-catalyzed 1,3-dipolar cycloaddition reaction of allyl ketones with azides has been developed. This strategy could generate 1,4,5-trisubstituted 1,2,3-triazoles in high yields and regioselectivities in the presence of a 20 mol% N-heterocyclic carbene catalyst. A broad substrate scope of this process is also presented.
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Christian W. Tornøe, Caspar Christensen, Morten Meldal · The Journal of Organic Chemistry · 2002 · 8.5K citations