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Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives

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Abstract 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… Click to show full abstract

Abstract 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 N N bond in moderate to good yields.

Keywords: methodology; preparation perfluoroalkylated; perfluoroalkylated indazole; indazole derivatives; novel strategy; strategy preparation

Journal Title: Tetrahedron Letters
Year Published: 2018

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