We began this study by using prolinol-derived N-alkoxyphthalimide 1a and α-trifluoromethyl styrene 2a as model substrates to investigate the feasibility of selectively preparing difluoroalkenes and trifluoroalkanes via condition-controlled photoreactions (Table ). After optimizing the reaction conditions, a protocol consisting of Eosin Y (1 mol%) as photocatalyst, Hantzsch ester HE1 (1.2 equiv) as reductant, K3PO4