General Synthesis of Tri-carbo-substituted N2-Aryl-1,2,3-Triazoles via Cu-catalyzed Annulation of Azirines with Aryldiazonium Salts.
2020
The general synthesis of fully substituted N2-aryl-1,2,3-triazoles are hitherto challenging compared with the N1-aryl counterparts. Herein we describe a Cu-catalyzed annulation reaction of azirines and aryldiazonium salts. This regiospecific method allows access to a broad spectrum of tri-carbo N2-aryl-1,2,3-triazoles substituted with diverse aryl and alkyl moieties. Its utility is highlighted by the synthesis of several triazole precursors applicable in drug discovery, as well as novel chiral binaphthyl ligands bearing triazole moieties.
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