Département de chimie moléculaire

Reactive acyl trifluoromethanesulfonates were formed from the reaction of acyl fluorides with trimethylsilyl trifluoromethanesulfonate (TMSOTf). These electrophiles underwent Friedel-Crafts reactions with electron-rich aroms. at room temp. When a sulfur atom was present at gamma position, their cyclization to acylsulfonium cations was obsd., followed by a rearrangement leading to benzothiepinones (or dibenzo[b,e]thiepinones) in 40-85% yield.