Organic Letters · 2019 · 20 citations · 43 references
Natural SciencesChemistryCatalysisInorganic ChemistryOrganic ChemistryCrystal ChemistryOrganic Electronic MaterialsOrganic SynthesisReaction MechanismsAcid-catalyzed HydrolysisAcid-catalyzed ReactionsCatalytic AcylationElectronic Structure AnalysisMetal-catalyzed OxidationSubsequent ModificationThermal Stability
1-Acyl triazenes can be prepared by acid-catalyzed hydration, gold/iodine-catalyzed oxidation, or oxyhalogenation of 1-alkynyl triazenes. Crystallographic analyses reveal a pronounced effect of the acyl group on the electronic structure of the triazene function. 1-Acyl triazenes display high thermal stability, and only moderate sensitivity toward hydrolysis. They are compatible with basic and oxidative conditions, allowing subsequent transformation. Under acidic conditions, 1-acyl triazenes act as acylation reagents.
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Selective 1,2-dihalogenation and oxy-1,1-dihalogenation of alkynes by N-halosuccinimides
Jinhua Liu, Wenjuan Li, Chao Wang et al. · Tetrahedron Letters · 2011 · 90 citations