title: Palladium(II)-catalyzed oxidative C-H/C-H coupling and eliminative S(N)(H) reactions in direct functionalization of imidazole oxides with indoles.
abstract: Two novel synthetic approaches to realize the direct C(sp(2))-H bond functionalization in cyclic nitrones are reported. Palladium(II)-catalyzed oxidative C-C coupling of 2,2-dialkyl-4-phenyl-2H-imidazole 1-oxides with indoles was shown to result in the formation of 5-indolyl-3-yl derivatives, while nucleophilic substitution of hydrogen (S(N)(H)) at C(5) of the same imidazole system was found to afford the corresponding deoxygenated compounds.
authors.affiliation: Ural Federal University, 19 Mira Street, 620002 Ekaterinburg, Russia.
authors.forename: Mikhail V
authors.initials: MV
authors.lastname: Varaksin
authors.forename: Irina A
authors.initials: IA
authors.lastname: Utepova
authors.forename: Oleg N
authors.initials: ON
authors.lastname: Chupakhin
authors.forename: Valery N
authors.initials: VN
authors.lastname: Charushin
mesh_terms: D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007093:Imidazoles / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D010087:Oxides / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013882:Thiosemicarbazones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001391:Azo Compounds; D007093:Imidazoles; D007211:Indoles; D009942:Organometallic Compounds; D010087:Oxides; D013882:Thiosemicarbazones; C512188:azomethine; D010165:Palladium