Expanding the Scope of C-Glycoside Synthesis from Unstable Organolithium Reagents Using Flow Microreactors.

ABSTRACT

C-glycosides are versatile scaffolds for drugs and bioactive compounds. The common organolithium-based synthesis of C-glycosides is limited by low reaction temperatures and a restricted substrate scope. To address these issues, a flow microreactor (FMR) was utilized for rapid mixing and precise temperature control, enabling C-glycoside synthesis at temperatures up to 40 °C and expanding the substrate scope. Continuous C-glycoside synthesis was achieved with a throughput of 21.9 g h-1, demonstrating the industrial potential of FMRs.