Preparation of new gem-difluoro heterocyclic-fused 1,2,3-triazole derivatives

Abstract : Starting from easily accessible gem-difluoropropargylic derivatives a cascade nucleophilic substitution by N3 –, followed by an intramolecular 1,3 dipolar cycloaddition, afforded in fair to good yields new 1,2,3-triazoles fused to pyrrolidines or piperidines. These molecules, with a gem-difluoro group vicinal to the triazoles, are fluorinated analogues of bioactive heterocycles. In parallel, a few open chain analogues have been prepared in order to evaluate the possible role of the bicyclic core on the biological properties of such molecules. © 2018 Elsevier Ltd
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L. Hariss, Z. Barakat, F. Farès, T. Roisnel, R. Grée, et al.. Preparation of new gem-difluoro heterocyclic-fused 1,2,3-triazole derivatives. Tetrahedron Letters, Elsevier, 2019, 60 (3), pp.292-296. ⟨10.1016/j.tetlet.2018.12.032⟩. ⟨hal-02043066⟩



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