Having validated the automated AI-driven photochemical platform in a single objective optimization problem, we aimed next to investigate its capability for optimizing various photocatalytic processes in multi-objective fashion, seeking to simultaneously optimize yield and throughput. Consequently, the reaction conditions that are found by the AI model are readily suitable for subsequent scale-up. As an initial benchmark, we selected the decatungstate-mediated trifluoromethylthiolation of C(sp )-H and C(sp 2 )-H bonds via hydrogen atom transfer (HAT), as reported by Koenig et al. The incorporation of the SCF3 group in drug-like molecules holds significant value in medicinal chemistry. It offers high lipophilicity (as indicated by the Hansch parameter of πR = 1.44) and notable electronegativity, which enhances the pharmacokinetic properties and optimizes the interaction between the active compound and its target.