General Synthesis of Tri-Carbo-Substituted N2-Aryl-1,2,3-triazoles via Cu-Catalyzed Annulation of Azirines with Aryldiazonium Salts.

The Journal of Organic Chemistry
Fang-Fang FengJun-An Ma

Abstract

The general synthesis of fully substituted N2-aryl-1,2,3-triazoles is hitherto challenging compared with that of 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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Citations

Nov 11, 2020·Organic & Biomolecular Chemistry·Nikolai V RostovskiiLiudmila A Kraeva
Feb 20, 2021·The Journal of Organic Chemistry·Cynthia M HongDanielle M Schultz

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