title: Selective C-acylation of 2-aminoimidazo[1,2-a]pyridine: application to the synthesis of imidazopyridine-fused [1,3]diazepinones.
abstract: A series of 20 optically pure 3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-ones which form a new family of azaheterocycle-fused [1,3]diazepines were synthesized in four steps with 17-66% overall yields. The key step consists of a selective C-acylation reaction of easily accessible 2-aminoimidazo[1,2-a]pyridine at C-3.
authors.affiliation: Institut des Biomolécules Max Mousseron, UMR 5247, CNRS, Universités Montpellier I et II, UFR des Sciences Pharmaceutiques et Biologiques, 15 Avenue Charles Flahault, 34093 Montpellier Cedex 5, France. nicolas.masurier@univ-montp1.fr
authors.forename: Nicolas
authors.initials: N
authors.lastname: Masurier
authors.forename: Roberta
authors.initials: R
authors.lastname: Aruta
authors.forename: Vincent
authors.initials: V
authors.lastname: Gaumet
authors.forename: Séverine
authors.initials: S
authors.lastname: Denoyelle
authors.forename: Emmanuel
authors.initials: E
authors.lastname: Moreau
authors.forename: Vincent
authors.initials: V
authors.lastname: Lisowski
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.forename: Ludovic T
authors.initials: LT
authors.lastname: Maillard
mesh_terms: D000215:Acylation; D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C574418:2-aminoimidazo(1,2-a)pyridine; D006571:Heterocyclic Compounds; D007093:Imidazoles; D011725:Pyridines; D001569:Benzodiazepines