title: Synthesis of C-6-substituted uridine phosphonates through aerobic ligand-free Suzuki-Miyaura cross-coupling.
abstract: An efficient protocol for the construction of C-6-(hetero)aryl-substituted uridine phosphonate analogues utilizing an aerobic, ligand-free Suzuki-Miyaura cross-coupling reaction of a 6-iodo-precursor in aqueous media has been established. The method presents a modular approach toward the target compounds as demonstrated by the synthesis of a small library comprising 14 novel nucleoside phosphonates.
authors.affiliation: Laboratory for Medicinal Chemistry, Faculty of Pharmaceutical Sciences (FFW), Ghent University, Harelbekestraat 72, B-9000, Ghent, Belgium.
authors.forename: Radim
authors.initials: R
authors.lastname: Nencka
authors.forename: Davy
authors.initials: D
authors.lastname: Sinnaeve
authors.forename: Izet
authors.initials: I
authors.lastname: Karalic
authors.forename: José C
authors.initials: JC
authors.lastname: Martins
authors.forename: Serge
authors.initials: S
authors.lastname: Van Calenbergh
mesh_terms: D000475:Alkenes / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D006865:Hydrogenation; D007202:Indicators and Reagents; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D013696:Temperature; D014529:Uridine / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000475:Alkenes; D001897:Boronic Acids; D007202:Indicators and Reagents; D008024:Ligands; D063065:Organophosphonates; D002244:Carbon; D010100:Oxygen; D014529:Uridine