title: Transition-metal-catalyzed arylation of nitroimidazoles and further transformations of manipulable nitro group.
abstract: Pd- or Ni-catalyzed C-H arylation of 4-nitroimidazole derivatives directed by a manipulable nitro group was developed. The reaction tolerates a wide range of substituted aryl halides and 4-nitroimidazoles. The experiments indicated that the nitro group has influence on regioselectivity of the reaction. In addition, we have shown that the efficiency of the Suzuki-Miyaura cross-coupling reaction of nitroimidazoles is slightly lower in comparison to the direct C-H arylation. The exploration of the chemical potential of the nitro group and a putative reaction mechanism are discussed.
authors.affiliation: Institut für Chemie, Universität Rostock , Albert-Einstein-Strasse 3a, 18059 Rostock, Germany.
authors.forename: Viktor O
authors.initials: VO
authors.lastname: Iaroshenko
authors.forename: Ashot
authors.initials: A
authors.lastname: Gevorgyan
authors.forename: Satenik
authors.initials: S
authors.lastname: Mkrtchyan
authors.forename: Knar
authors.initials: K
authors.lastname: Arakelyan
authors.forename: Tatevik
authors.initials: T
authors.lastname: Grigoryan
authors.forename: Julietta
authors.initials: J
authors.lastname: Yedoyan
authors.forename: Alexander
authors.initials: A
authors.lastname: Villinger
authors.forename: Peter
authors.initials: P
authors.lastname: Langer
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D009593:Nitroimidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D009593:Nitroimidazoles; D028561:Transition Elements