We report an efficient and scalable synthesis of azidotrifluoromethane (CF₃ N₃ ) and longer perfluorocarbon-chain analogues (RF N₃ ; RF =C₂ F₅ , n C₃ F₇ , n C₈ F₁₇ ), which enables the direct insertion of CF₃ and perfluoroalkyl groups into triazole ring systems. The azidoperfluoroalkanes show good reactivity with terminal alkynes in copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), giving access to rare and stable N-perfluoroalkyl triazoles. Azidoperfluoroalkanes are thermally stable and the efficiency of their preparation should be attractive for discovery programs.
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Blastik et al. (2016) studied this question.
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