Organic & Biomolecular Chemistry · 2010 · 428 citations · 133 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryReaction EngineeringCatalyst DesignCatalyst SynthesisCatalytic MaterialsGreen CatalysisMetal CatalysisTransition Metal ChemistryAlternative ProcessesAtom Transfer CatalysisCatalyst SelectivitySubstrate ScopeSubstrate Scope EvaluationSubstrate Scope ExpansionTransition Metal NitridesTransition Metal-catalyzed Synthesis
Transition metal-catalyzed N-atom transfer reactions of azides provide efficient ways to construct new carbon-nitrogen and sulfur-nitrogen bonds. These reactions are inherently green: no additive besides catalyst is needed to form the nitrenoid reactive intermediate, and the by-product of the reaction is environmentally benign N(2) gas. As such, azides can be useful precursors for transition metal-catalyzed N-atom transfer to sulfides, olefins and C-H bonds. These methods offer competitive selectivities and comparable substrate scope as alternative processes to generate metal nitrenoids.
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Christian W. Tornøe, Caspar Christensen, Morten Meldal · The Journal of Organic Chemistry · 2002 · 8.5K citations