title: One-pot synthesis of pyrrolo[1,2-a]quinoxaline derivatives via iron-promoted aryl nitro reduction and aerobic oxidation of alcohols.
abstract: Here, we describe a new one-pot method to synthesize 4,7-substituted pyrrolo[1,2-a]quinoxalines and related heterocyles through a cascade of redox reactions/imine formation/intramolecular cyclization. This procedure tolerates readily available substituted 1-(2-nitrophenyl)pyrrole derivatives and aliphatic or benzylic alcohols as starting materials using iron powder and acidic conditions. This is the first example of constructing N-heterocycles via iron-mediated aryl nitro reduction and aerobic oxidation of alcohols in one pot.
authors.affiliation: Université de La Rochelle, UMR CNRS 7266 -LIENSs, LIttoral ENvironnement SociétéS, Pôle Sciences et Technologie, Bâtiment Marie-Curie, Avenue Michel Crépeau, 17042 La Rochelle, France. maria_de_fatima.pereira-rosenfeld@univ-lr.fr
authors.forename: Maria de Fatima
authors.initials: Mde F
authors.lastname: Pereira
authors.forename: Valérie
authors.initials: V
authors.lastname: Thiéry
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007501:Iron / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D011810:Quinoxalines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000438:Alcohols; D011758:Pyrroles; D011810:Quinoxalines; D007501:Iron