Heraclio López-Ruiz,* José Emilio de la Cerda-Pedro, Susana Rojas-Lima,* Imelda Pérez-Pérez, Brianda Viridiana Rodríguez-Sánchez, Rosa Santillan, and Oscar Coreño. Cuprous oxide on charcoal-catalyzed ligand-free synthesis of 1,4-disubstituted 1,2,3-triazoles via click chemistry. ARKIVOC, (iii) 139-164, (2013).
Cuprous oxide on charcoal (Cu2O/C), the preparation of which is described for the first time, catalyzes the formation of 1,4-disubstituted 1,2,3-triazoles from organic azides and terminal alkynes in good to excellent yields (69-94%). These disubstituted triazoles can be equally efficiently generated in a one-pot process from alkyl bromides, sodium azide, and terminal acetylenes in 50% aqueous isopropanol containing a suspension of the catalyst. This obviates the necessity to isolate potentially explosive organic azides.