In the past few decades, α-trifluoromethyl alkenes have emerged as versatile and powerful building blocks for largescale preparation of difluoroalkene motifs by use of strong nu-cleophiles, such as alkalis, organolithium, and Grignard reagents, despite with harsh reaction conditions and poor functional group compatibility. 5 More recently, photocatalysis has matured as a powerful synthetic approach, offering a plethora of new opportunities for the construction of difluoroalkene motifs. 6 Under mild conditions, a broad range of radical precursors have been readily set with α-trifluoromethyl alkenes. Despite these advances, the approaches to allowing for the construction of gem-difluoroalkene motifs via activation of C(sp 3 )-C bonds still remain a largely unexplored area, with prominent exceptions in elegant ring-opening of cycloalkanols 7 and decarboxylative functionalization of carboxylic acids 8 or redox active esters 9 (Scheme 1B, left), which is probably attributed to the directionality and high dissociation energy of the aliphatic C-C bond and the kinetic predilection for aliphatic C-H functionalization. 10 Considering the prevalence of carbonyl motifs in bioactive molecules and commodity chemicals as well as that the displacement of a carbonyl group with a gem-difluoroalkene motif in drug candidates improves their molecular properties contributing to clinical success, 3 the development of novel gem-difluoroalkene access blueprint via C(sp 3 )-C activation of readily available ketones may hold great promise to streamline the synthesis of valuable gem-difluoroalkene skeletons for drug discovery .