title: Divergent synthesis of novel 9-deazaxanthine derivatives via late-stage cross-coupling reactions.
abstract: A small library of 8-substituted 9-deazaxanthines has been prepared by late-stage diversification of an 8-bromo-9-deazaxanthine. By utilizing palladium-catalyzed cross-coupling reactions a single key precursor can be transformed into a variety of 8-substituted-9-deazaxanthine compounds. Three key 8-bromo-9-deazaxanthine intermediates were efficiently prepared from commercially available 6-chlorouracil in six steps.
authors.affiliation: Department of Biomolecular Sciences, University of Urbino, Piazza Rinascimento 6, 61029 Urbino (PU), Italy.
authors.forename: Francesca
authors.initials: F
authors.lastname: Bartoccini
authors.forename: Giovanni
authors.initials: G
authors.lastname: Piersanti
authors.forename: Marco
authors.initials: M
authors.lastname: Mor
authors.forename: Giorgio
authors.initials: G
authors.lastname: Tarzia
authors.forename: Patrizia
authors.initials: P
authors.lastname: Minetti
authors.forename: Walter
authors.initials: W
authors.lastname: Cabri
mesh_terms: D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D054879:Halogenation; D010165:Palladium / Q000737:chemistry; D014498:Uracil / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D014970:Xanthines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001372:Aza Compounds; D014970:Xanthines; C044976:6-chlorouracil; D014498:Uracil; D010165:Palladium