Insertion of Arynes into the C–C σ-Bond of α-Pentafluorosulfanyl Ketones: Access to 2-(Pentafluorosulfanyl)methyl Benzophenones

Abstract

The incorporation of the pentafluorosulfanyl (SF₅) group into organic molecules is highly significant due to its unique physicochemical properties and potential applications in pharmaceuticals and agrochemicals. However, general and efficient methods for the synthesis of benzylic SF₅-containing compounds remain unexplored. Herein, we report the synthesis of a series of 2-(pentafluorosulfanyl)methyl benzophenones via the insertion of arynes into the C–C σ-bond of α-pentafluorosulfanyl ketones. This transition-metal-free reaction proceeds under mild conditions with high regioselectivity and good functional group tolerance, as demonstrated by 21 examples.