High-throughput enabled iridium-catalyzed C-H borylation platform for late-stage functionalization

In this work, we present an automated platform designed to facilitate the expedited use of late-stage C-H borylation in fast-moving discovery chemistry projects. Our microscale reaction optimization panel emphasizes the regiodivergent nature of different borylation protocols and provides a rapid assessment of all accessible positions with minimal starting material consumption. The approach taken provides a rapid and sustainable tool to evaluate reaction conditions targeting multiple C-H bonds. We illustrate the workflow by screening numerous fragment-like compounds, drugs and agrochemicals and demonstrate its practicality by successfully isolating 36 derivatives of bioactive compounds. Additionally, a systematic comparison of various catalytic methods using an informer library approach provides valuable insights regarding the desirable future direction of C-H borylation research.