Preparation of imidazo[1,2-a]-N-heterocyclic derivatives with gem-difluorinated side chains

Abstract

Using an aerobic oxidative coupling, different new imidazo[1,2-a]-N-heterocycles with gem-difluroroalkyl side chains have been prepared in fair yields by the reaction of gem-difluoroenones with aminopyridines, -pyrimidines and -pyridazines. Condensed heterocycles of this type play an important role as key core structures of various bioactive compounds. Further, starting with a chloroimidazopyridazine derivative, Pd-catalyzed coupling reactions as well as nucleophilic substitutions have been performed successfully in order to increase the molecular diversity.

Keywords

• aerobic oxidative coupling
• imidazo[1,2-a]-N-heterocycles
• gem-difluoroalkyl derivatives
• propargylic fluorides