One-pot process to prepare 1,1,2,2-tetrafluoroindane from substituted 2,2-difluorostyrene and sodium chlorodifluoroacetate

Reaction of 2,2-difluorostyrenes and sodium chlorodifluoroacetate in diglyme solution at 180 °C gave 1-aryl-2,2,3,3-tetrafluorocyclopropane as a primary product. After prolong reaction under the same condition, the 1,1,2,2-tetrafluoroindanes can be isolated as the only product in good yields. All the tetrafluorocyclopropanes and tetrafluoroindanes were well characterized by spectroscopic analyses.

Graphical abstractDownload full-size image1,1,2,2-Tetrafluoroindanes were prepared by the reaction of difluorostyrene and chlorodifluoroacetate in diglyme at 180 °C for 12 h in good yields.