General Method of Synthesis of 5-(Het)arylamino-1,2,3-triazoles via Buchwald–Hartwig Reaction of 5-Amino- or 5-Halo-1,2,3-triazoles
Pavel S. Gribanov, Anna N. Philippova, Maxim A. Topchiy, Lidiya I. Minaeva, Andrey F. Asachenko, Sergey N. Osipov
Abstract
An efficient access to the novel 5-(het)arylamino-1,2,3-triazole derivatives has been developed. The method is based on Buchwald–Hartwig cross-coupling reaction of 5-Amino or 5-Halo-1,2,3-triazoles with (het)aryl halides and amines, respectively. As result, it was found that palladium complex [(THP-Dipp)Pd(cinn)Cl] bearing expanded-ring N-heterocyclic carbene ligand is the most active catalyst for the process to afford the target molecules in high yields.
Topics & Concepts
CarbeneHalideChemistryArylCatalysisMedicinal chemistryCombinatorial chemistryLigand (biochemistry)Ring (chemistry)MoleculePalladiumTriazoleStereochemistryOrganic chemistryReceptorBiochemistryAlkylClick Chemistry and ApplicationsCatalytic Cross-Coupling ReactionsChemical Synthesis and Analysis