Amide-directed C-H sodiation by a sodium hydride/iodide composite

A new protocol for amide-directed ortho and lateral C-H sodiation is enabled by sodium hydride (NaH) in the presence of either sodium iodide (NaI) or lithium iodide (LiI). The transient organosodium intermediates could be transformed into functionalized aromatic compounds.Economic Development Board (EDB)Nanyang Technological UniversityAccepted versionFunding of S.C. for this work was provided by Nanyang Technological University, Singapore Economic Development Board (EDB), and Pfizer Asia Pacific Pte. Ltd. G.H.C. thanks to EDB-Industrial Post-graduate Program (IPP) for the scholarship support