AgNO<sub>3</sub> as Nitrogen Source for Cu-Catalyzed Cyclization of Oximes with Isocyanates: A Facile Route to <i>N</i>-2-Aryl-1,2,3-triazoles
Jingwen Liang, Yangyu Rao, Weidong Zhu, Tingting Wen, Junjie Huang, Zhichao Chen, Lu Chen, Yibiao Li, Xiuwen Chen, Zhongzhi Zhu
Abstract
A versatile copper-catalyzed [3 + 1 + 1] annulation of oximes and isocyanates with AgNO3 is described. In this conversion, AgNO3 and isocyanates instead of conventional azide or diazonium reagents were used as the nitrogen source. This three-component transformation was achieved by cleaving N–O/C–H/C–N bonds and building C═N/N–N bonds, which provides a strategy to prepare N-2-aryl-1,2,3-triazoles with a good substrate and functional compatibility.
Topics & Concepts
ChemistryReagentAnnulationArylCatalysisAzideNitrogenCombinatorial chemistrySubstrate (aquarium)CopperPolymer chemistryOrganic chemistryGeologyAlkylOceanographyCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesClick Chemistry and Applications