| Autor: |
Tassone JP; Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4R2, Canada., Lundrigan T; Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4R2, Canada., Ashton TD; The Walter and Eliza Hall Institute of Medical Research, Parkville 3052, Australia.; Department of Medical Biology, The University of Melbourne, Parkville 3010, Australia., Stradiotto M; Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4R2, Canada. |
| Abstrakt: |
4-Amino-1,8-naphthalimides, potentially useful fluorescent probes in biological applications, are prepared via Ni(cod) 2 /IPr-catalyzed cross-couplings between 4-chloro-1,8-naphthalimide electrophiles and α,α,α-trisubstituted, primary alkylamines at room temperature. This method represents the first synthesis of 4-amino-1,8-naphthalimides using Ni-catalyzed C-N cross-coupling and provides the first examples of 4-amino-1,8-naphthalimides incorporating such bulky primary alkylamines, thereby highlighting the utility of Ni-catalyzed processes in synthesizing naphthalimide scaffolds that were inaccessible using established methods (S N Ar; Pd or Cu catalysis). |
