Scheme 4. General data-driven workflow for modeling in this work. The dataset of nucleophiles and electrophiles integrates both initial data and HTE data. Quantum chemical calculations are performed to parametrize the molecules included in the dataset. Subsequently, a decision tree classification model is trained based on these parameters. The final decision tree, along with its accuracy and the parameters defining the decision nodes, is visualized. For validation, known targets (target-oriented synthesis) are predicted and tested experimentally.