title: Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes.
abstract: PPA-induced umpolung triggers efficient nucleophilic addition of unactivated anilines to nitroalkanes to produce N-hydroxyimidamides. The latter undergo sequential acid-promoted cyclocondensation with ortho-OH or ortho-NHR moieties to afford benzoxazoles and benzimidazoles, respectively.
authors.affiliation: Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355009, Russian Federation. alexaks05@rambler.ru.
authors.forename: Alexander V
authors.initials: AV
authors.lastname: Aksenov
authors.forename: Alexander N
authors.initials: AN
authors.lastname: Smirnov
authors.forename: Nicolai A
authors.initials: NA
authors.lastname: Aksenov
authors.forename: Asiyat S
authors.initials: AS
authors.lastname: Bijieva
authors.forename: Inna V
authors.initials: IV
authors.lastname: Aksenova
authors.forename: Michael
authors.initials: M
authors.lastname: Rubin
mesh_terms: D000473:Alkanes / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D001562:Benzimidazoles / Q000737:chemistry*; D001583:Benzoxazoles / Q000737:chemistry*; D009574:Nitro Compounds / Q000737:chemistry*; D010756:Phosphoric Acids / Q000737:chemistry; D011108:Polymers / Q000737:chemistry
chemical_list: D000473:Alkanes; D000814:Aniline Compounds; D001562:Benzimidazoles; D001583:Benzoxazoles; D009574:Nitro Compounds; D010756:Phosphoric Acids; D011108:Polymers; C047269:polyphosphoric acid; C023650:aniline