Palladium‐Catalyzed C–H Olefination for Nucleic Acid Production

Abstract

AbstractThe palladium‐catalyzed direct C–H olefination of unprotected uridine, 2′‐deoxyuridine, uridine monophosphate, and uridine analogues are described here. This protocol provides an efficient, atom‐economical, and environmentally friendly method for the introduction of an alkenyl group at the C5 position of the uracil without pre‐functionalization. A series of C5‐alkenylated uridine analogues, including some biologically significant compounds and potential pharmaceutical candidates, were synthesized with exposed hydroxyl groups on the ribose. © 2023 Wiley Periodicals LLC.Basic Protocol 1: The reaction of uridine, 2′‐deoxyuridine, and sofosbuvir for the C–H olefination with methyl acrylateBasic Protocol 2: The reaction of uridine and 2′‐deoxyuridine for the C–H olefination with styrene