American Chemical Society
jo5004339_si_002.cif (33.47 kB)

Ce(OTf)3‑Catalyzed [3 + 2] Cycloaddition of Azides with Nitroolefins: Regioselective Synthesis of 1,5-Disubstituted 1,2,3-Triazoles

Download (33.47 kB)
posted on 2014-05-16, 00:00 authored by Ying-Chun Wang, Yu-Yang Xie, Hong-En Qu, Heng-Shan Wang, Ying-Ming Pan, Fu-Ping Huang
The first example of rare earth metal-catalyzed [3 + 2] cycloaddition of organic azides with nitroolefins and subsequent elimination reaction is described. In the presence of a catalytic amount of Ce­(OTf)3, both benzyl and phenyl azides react with a broad range of aryl nitroolefins containing a range of functionalities selectively producing 1,5-disubstituted 1,2,3-triazoles in good to excellent yields.