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Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives
- Bel Abed, Hassen, Weißing, Nils, Schoene, Jens, Paulus, Jannik, Sewald, Norbert, Nazaré, Marc
- Tetrahedron letters 2018 v.59 no.19 pp. 1813-1815
- benzylamines, chemical reactions, moieties, perfluorocarbons
- A simple and novel methodology for the synthesis of 3-perfluoroalkylated-2H-indazole derivatives has been elaborated. The perfluoroalkylation of readily available 2-nitrobenzaldimines bearing electron donating groups was performed using the Ruppert-Prakash reagent and its analogues to afford α-difluoromethylated, α-trifluoromethylated and α-pentafluoroethylated benzylamines. A final reductive cyclization mediated by SnCl2·2H2O led to 2H-indazoles containing perfluoroalkyl groups via the generation of a new NN bond in moderate to good yields.