We first executed in silico MTBO studies using model chemical reactions as benchmarks. These models were generated using neural networks trained on literature experimental data that predict reaction yield; more detail on these models can be found in the Methods section. The model 'Suzuki B1' was trained using Suzuki cross-coupling data from Baumgartner et al., while the models 'Suzuki R1-4' were trained using data from Reizman et al. -these specific transformations and the variables that affect these models are shown in Scheme 1.