title: Facile syntheses of novel benzo-1,3-dioxolo-, benzothiazolo-, pyrido-, and quinolino-fused 5H-benzo[d]-pyrazolo[5,1-b][1,3]-oxazines and 1H-pyrazoles.
abstract: A number of novel benzo-1,3-dioxolo-, benzothiazolo-, pyrido-, and quinolino-fused 5H-benzo[d]pyrazolo[5,1-b][1,3]-oxazines and 1H-pyrazoles were synthesized utilizing an easy and effective N,N-bond forming heterocyclization reaction. In so doing, the substrate scope of this heterocyclization reaction, which starts with o-nitroheterocyclic aldehydes, was expanded to provide several unique heterocyclic compounds for biological screening. This work further demonstrates the versatility of this simple, base-mediated, one-pot heterocyclization method in the construction of novel heterocycles.
authors.affiliation: Department of Chemistry, University of California, Davis, California 95616, USA.
authors.forename: Belem
authors.initials: B
authors.lastname: Avila
authors.forename: Danielle M
authors.initials: DM
authors.lastname: Solano
authors.forename: Makhluf J
authors.initials: MJ
authors.lastname: Haddadin
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Kurth
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D004149:Dioxoles / Q000138:chemical synthesis* / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007191:Indazoles / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D010078:Oxazines / Q000138:chemical synthesis / Q000737:chemistry; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D001555:Benzene Derivatives; D052160:Benzothiazoles; D004149:Dioxoles; D006576:Heterocyclic Compounds, 4 or More Rings; D007191:Indazoles; D010078:Oxazines; D011720:Pyrazoles; D011725:Pyridines; D011804:Quinolines