Synthesis of an Eccentric Electron-Deficient Fluorinated Motif, Tetrafluoro-λ 6 -sulfanyl gem -Difluorocyclopropenes.

Fluoro-functionalization is now recognized as a critical strategy in drug discovery; however, the accessible fluoro-functional groups are limited. We herein introduce an eccentric, fully fluorinated motif, trans -tetrafluoro-λ 6 -sulfanyl gem -difluorocyclopropene 2 . This novel motif is highly lipophilic and polarized, enabling a connection of two independent groups via three continuous atoms with a large angle of pseudo cis configuration. The target motif was synthesized via a [2+1] cycloaddition of electron-deficient (hetero)aryl-SF 4 -alkynes 1 with an electrophilic difluorocarbene source.