title: Efficient synthesis of unprotected C-5-aryl/heteroaryl-2'-deoxyuridine via a Suzuki-Miyaura reaction in aqueous media.
abstract: Following our previous results on an environmentally benign one-pot Sonogashira-cyclization protocol to obtain substituted furopyrimidine nucleosides under aqueous conditions, we investigate herein the Suzuki-Miyaura cross-coupling reactions of aryl and heteroaryl derivatives at the C5 position of unprotected 2'-deoxyuridine in the same media with a common catalyst system avoiding exotic ligands, since palladium acetate and triphenylphosphine afforded the expected products in moderate to good yields.
authors.affiliation: Institut de Chimie Organique et Analytique, Université d'Orléans, UMR CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France.
authors.forename: Nathalie
authors.initials: N
authors.lastname: Fresneau
authors.forename: Marie-Aude
authors.initials: MA
authors.lastname: Hiebel
authors.forename: Luigi A
authors.initials: LA
authors.lastname: Agrofoglio
authors.forename: Sabine
authors.initials: S
authors.lastname: Berteina-Raboin
mesh_terms: D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D003857:Deoxyuridine / Q000032:analysis* / Q000138:chemical synthesis*; D007065:Idoxuridine / Q000737:chemistry*; D008024:Ligands; D008279:Magnetic Resonance Imaging; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000032:analysis / Q000737:chemistry; D010165:Palladium / Q000032:analysis / Q000737:chemistry; D014867:Water / Q000032:analysis
chemical_list: C583810:4-methoxyphenylboronic acid; D001897:Boronic Acids; D008024:Ligands; D009943:Organophosphorus Compounds; D014867:Water; C061896:triphenylphosphine; D010165:Palladium; D007065:Idoxuridine; D003857:Deoxyuridine