title: An straightforward entry to new pyrazolo-fused dibenzo[1,4]diazepines.
abstract: A series of novel pyrazolodibenzo[1,4]diazepines has been synthesized with good overall yields. The diarylpyrazole intermediates, with structure similarity to biologically relevant compounds such as currently marketed drugs like rimonabant or celecoxib, were prepared by a tandem sequence amine-exchange/heterocyclization starting from readily available enaminones and arylhydrazines. The key step of this efficient methodology was C(aryl)-N bond construction, accomplished by a palladium-catalyzed intramolecular N-arylation reaction, which was conducted in both homogeneous and polymer-supported versions. Reaction scope of such protocols and recycling of the heterogeneous catalyst were also examined.
authors.affiliation: Kimika Organikoa II Saila, Zientzia eta Teknologia Fakultatea, Euskal Herriko Unibertsitatea, PO Box 644, 48080, Bilbao, Spain.
authors.forename: Susana
authors.initials: S
authors.lastname: Hernández
authors.forename: Isabel
authors.initials: I
authors.lastname: Moreno
authors.forename: Raul
authors.initials: R
authors.lastname: SanMartin
authors.forename: María Teresa
authors.initials: MT
authors.lastname: Herrero
authors.forename: Esther
authors.initials: E
authors.lastname: Domínguez
mesh_terms: D001569:Benzodiazepines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D017672:Nitrogen Compounds; D010084:Oxidation-Reduction; D011720:Pyrazoles / Q000737:chemistry*
chemical_list: D017672:Nitrogen Compounds; D011720:Pyrazoles; D001569:Benzodiazepines