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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.

SUBMITTER: Hariss L 

PROVIDER: S-EPMC5647726 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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Preparation of imidazo[1,2-<i>a</i>]-<i>N</i>-heterocyclic derivatives with <i>gem</i>-difluorinated side chains.

Hariss Layal L   Hadir Kamal Bou KB   El-Masri Mirvat M   Roisnel Thierry T   Grée René R   Hachem Ali A  

Beilstein journal of organic chemistry 20171010


Using an aerobic oxidative coupling, different new imidazo[1,2-<i>a</i>]-<i>N</i>-heterocycles with <i>gem</i>-difluroroalkyl side chains have been prepared in fair yields by the reaction of <i>gem</i>-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  ...[more]

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