| Autor: |
Moreira NM; Centre of Excellence for Research in Sustainable Chemistry, Chemistry Department, Federal University of São Carlos, São Carlos, São Paulo 13565-905, Brazil.; São Carlos Institute of Physics, University of São Paulo, São Carlos, São Paulo 13563-120, Brazil., de Miranda IT; Centre of Excellence for Research in Sustainable Chemistry, Chemistry Department, Federal University of São Carlos, São Carlos, São Paulo 13565-905, Brazil., Dos Santos JRN; Centre of Excellence for Research in Sustainable Chemistry, Chemistry Department, Federal University of São Carlos, São Carlos, São Paulo 13565-905, Brazil., Opatz T; Department of Chemistry, Johannes Gutenberg-University, Mainz 55128, Germany., Oliva G; São Carlos Institute of Physics, University of São Paulo, São Carlos, São Paulo 13563-120, Brazil., Guido RVC; São Carlos Institute of Physics, University of São Paulo, São Carlos, São Paulo 13563-120, Brazil., Corrêa AG; Centre of Excellence for Research in Sustainable Chemistry, Chemistry Department, Federal University of São Carlos, São Carlos, São Paulo 13565-905, Brazil. |
| Abstrakt: |
Reactions involving C(sp 3 )-H bonds of azaarenes have been widely studied in recent years as they allow direct functionalization of these N -heterocycles without the use of harsh reaction conditions. In this work, we describe the C(sp 3 )-H functionalization of 4-methylquinazolines and 1-benzylisoquinolines, employing α-substituted β-nitrostyrenes catalyzed by inexpensive copper acetate. Under the optimized condition, 21 pyrrolo[1,2- c ]quinazolines, as well as an imidazo[1,2- c ]quinazoline and 4 pyrrolo[2,1- a ]isoquinolines, were obtained in moderate to good yields. Furthermore, the biological activity of the pyrrolo[1,2- c ]quinazolines was evaluated against Plasmodium falciparum , and promising results were obtained. |
