The study of complex reactions is no straight-forward task, particularly for those conducting reactions in a traditional manner, one by one, in single round-bottomed flasks. However, high-throughput experimentation (HTE) is perfectly suited for the study of complex transition-metal catalyzed reactions, as it allows the rapid assessment of the effect of reaction conditions on reaction profile, under controlled conditions, whether that be in flow or batch. Indeed, over the past 20 years HTE has become a proven tool for the discovery, 4b,5 the expansion of and optimization of catalytic transformations in chemical synthesis. 7 Scheme 1. Synthesis of N-substituted phenanthridinones 2 from 2-bromo-benzamides 1 -a formal redox-neutral dimerization and deamidation process.