European Journal of Organic Chemistry · 2013 · 46 citations · 52 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisHydrogenationHydrogenation CatalysisHydrogenation ReactionsRing-forming Reactions
Abstract The application of perfluoroalkylated cyclic imines in azido‐Ugi reactions was studied. It was shown that the reaction allows access to five‐, six‐ and seven‐membered perfluoroalkylated cyclic amines connected to a tetrazole ring. The scope and limitations of this approach are discussed. When benzyl isocyanide was used in the azido‐Ugi reaction, it was shown that the tetrazole products could easily be debenzylated by catalytic hydrogenation to form 1 H ‐tetrazoles in excellent yields.
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