title: Synthesis of fluorophosphonylated acyclic nucleotide analogues via copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition.
abstract: Preparation of several acyclonucleosides containing both a difluoromethylphosphonate group and a triazole moiety is described starting from a difluorophosphonosulfide. The key step of the synthesis involves a copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition between difluorophosphonylated azides and propargylated nucleobases derived from thymine and 2-amino-6-chloropurine.
authors.affiliation: Laboratoire de Chimie Moléculaire et Thioorganique, ENSICAEN, Université de Caen Basse-Normandie, UMR-CNRS 6507, FR3038, 6 Bd du Maréchal Juin, 14050, Caen Cedex, France.
authors.forename: Sonia Amel
authors.initials: SA
authors.lastname: Diab
authors.forename: Antje
authors.initials: A
authors.lastname: Hienzch
authors.forename: Cyril
authors.initials: C
authors.lastname: Lebargy
authors.forename: Stéphane
authors.initials: S
authors.lastname: Guillarme
authors.forename: Emmanuel
authors.initials: E
authors.lastname: Pfund
authors.forename: Thierry
authors.initials: T
authors.lastname: Lequeux
mesh_terms: D000480:Alkynes / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D009711:Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D063065:Organophosphonates / Q000737:chemistry*
chemical_list: D000480:Alkynes; D009711:Nucleotides; D063065:Organophosphonates; D003300:Copper