Room-Temperature Cu(II)-Catalyzed Chemo- and Regioselective <i>Ortho</i>-Nitration of Arenes via C–H Functionalization

An efficient Cu-catalyzed chemo- and regioselective <i>ortho</i>-nitration of <i>N</i>,1-diaryl-5-aminotetrazoles and <i>N</i>,4-diaryl-3-amino-1,2,4-triazoles has been described with good functional group compatibility. The procedure features the use of an operationally simple protocol utilizing the commercially available less toxic CuCl<sub>2</sub>·2H<sub>2</sub>O as catalyst and Fe­(NO<sub>3</sub>)<sub>3</sub>·9H<sub>2</sub>O as nitration source at room temperature. Removal of the 5-aminotetrazole directing group has been demonstrated using base hydrolysis to afford substituted 2-nitroanilines.