Direct B‐Alkyl Suzuki–Miyaura Cross‐Coupling of Trialkyl‐ boranes with Aryl Bromides in the Presence of Unmasked Acidic or Basic Functions and Base‐Labile Protections under Mild Non‐Aqueous Conditions

Abstract magnified image An efficient and chemoselective palladium‐catalyzed direct B ‐alkyl Suzuki–Miyaura cross‐coupling of trialkylboranes with diversely functionalized aryl bromides is described. A wide variety of unmasked acidic or basic functions are tolerated. The mild non‐aqueous conditions are compatible with aldehydes, ketones, nitriles, chloro substitution as well as base‐labile phenolic Piv and TBS protecting groups. The anhydrous conditions were found to be advantageous for aryl bromide substrates. A potent CEPT inhibitor was efficiently synthesised using this protocol.