Cu-catalyzed oxygenation of alkene-tethered amides with O2via unactivated C
C bond cleavage: a direct approach to cyclic imides†
Abstract
The transformations of unactivated alkenes through CC bond double cleavage are always attractive but very challenging. We report herein a chemoselective approach to valuable cyclic imides by a novel Cu-catalyzed geminal amino-oxygenation of unactivated C
C bonds. O2 was successfully employed as the oxidant as well as the O-source and was incorporated into alkenyl amides via C
C bond cleavage for the efficient preparation of succinimide or glutarimide derivatives. Moreover, the present strategy under simple conditions can be used in the late-stage modification of biologically active compounds and the synthesis of pharmaceuticals, which demonstrated the potential application.