title: Synthesis of substituted quinolines via allylic amination and intramolecular Heck-coupling.
abstract: A new catalytic approach for the synthesis of substituted quinolines via C-N and C-C bond formation using 2-haloaryl hydroxylamines and allylic C-H substrates is described. Fe-catalyzed allylic C-H amination followed by Pd-catalyzed intramolecular Heck-coupling and aerobic dehydrogenation deliver the valuable quinoline and naphthyridine heterocycles in good to excellent overall yields. In this process, Pd(OAc)2 plays a dual role in catalyzing Heck coupling as well as aerobic dehydrogenation of dihydroquinolines.
authors.affiliation: Department of Chemistry, University of Louisiana at Lafayette, Lafayette, LA 70504, USA. rss1805@louisiana.edu.
authors.forename: Siva
authors.initials: S
authors.lastname: Murru
authors.forename: Brandon
authors.initials: B
authors.lastname: McGough
authors.forename: Radhey S
authors.initials: RS
authors.lastname: Srivastava
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry*; D000586:Amination; D002384:Catalysis; D007501:Iron / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000498:Allyl Compounds; D011804:Quinolines; D010165:Palladium; D007501:Iron; C037219:quinoline; D010100:Oxygen