title: CuBr catalyzed aerobic oxidative coupling of 2-aminopyridines with cinnamaldehydes: direct access to 3-formyl-2-phenyl-imidazo[1,2-a]pyridines.
abstract: Copper bromide catalyzed aerobic oxidative coupling of 2-aminopyridines with cinnamaldehydes directly led to the formation of 3-formyl-2-phenyl-imidazo[1,2-a]pyridines. The quantum chemical calculations were performed to trace the reaction mechanism and get insights into the possible reaction pathway. 2-Aminopyridines on coupling with cinnamaldehyde generate (E)-3-phenyl-3-(pyridin-2-ylamino)acrylaldehyde IV as a key intermediate, which undergoes C-N bond formation reaction to produce 3-formyl-2-phenyl-imidazo[1,2-a]pyridines.
authors.affiliation: Medicinal Chemistry Division, CSIR - Indian Institute of Integrative Medicine, Canal Road, Jammu 180001, India. sbharate@iiim.ac.in ram@iiim.ac.in.
authors.forename: Jaideep B
authors.initials: JB
authors.lastname: Bharate
authors.forename: Sheenu
authors.initials: S
authors.lastname: Abbat
authors.forename: Prasad V
authors.initials: PV
authors.lastname: Bharatam
authors.forename: Ram A
authors.initials: RA
authors.lastname: Vishwakarma
authors.forename: Sandip B
authors.initials: SB
authors.lastname: Bharate
mesh_terms: D000171:Acrolein / Q000031:analogs & derivatives* / Q000737:chemistry; D000631:Aminopyridines / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006574:Heterocyclic Compounds, 2-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000631:Aminopyridines; D001965:Bromides; D006574:Heterocyclic Compounds, 2-Ring; D007093:Imidazoles; D011725:Pyridines; D000171:Acrolein; D003300:Copper; C012843:cinnamaldehyde; C032439:alpha-aminopyridine