Several potentially reactive side-products have been identified including ureas 3 (derived from isocyanate and aniline) as well as symmetrical biaryls 4 8a,e and amides 5 8d,e and 6. Interestingly, ureas are known to be active ligands 11 and reagents in Pd-catalyzed cross-couplings. The relationship and interplay of all these species has not been fully delineated. We recognized that HTE and data analysis of reaction outcomes offers much potential in examining further. It is of particular note that natural and synthetic phenanthridinones 14 have been shown to possess a wide range of biological activities, thus a greater understanding of the reaction network would potentially aid synthesis of these useful scaffolds, allow the generation of toxicological profiles for the reaction, in addition to providing a test-bed for the development of complexity embracing experimental methodologies and data analysis.