A Rh(III)-catalyzed C–H α-fluoroalkenylation/annulations of β-ketosulfoxonium ylides with 2,2-difluorovinyl tosylate/oxadiazolones was realized, which afforded various o-fluoroalkenylation β-ketosulfoxonium ylides with high Z-selectivity and diverse oxadiazolone fused-isoquinolines. This protocol featured mild conditions,...