title: Two-step route to indoles and analogues from haloarenes: a variation on the Fischer indole synthesis.
abstract: In a new variation on the Fischer indole synthesis, readily available haloarenes are converted into a wide range of indoles in just two steps by halogen-magnesium exchange and quenching with di-tert-butyl azodicarboxylate, followed by reaction with aldehydes or ketones under acidic conditions. The protocol, which is readily extended to the preparation of indole isosteres, 4- and 6-azaindoles and thienopyrroles, obviates the need to prepare potentially toxic aryl hydrazines, simultaneously avoiding undesirable anilines such as naphthylamines.
authors: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
authors: Martyn
authors: M
authors: Inman
authors: Anna
authors: A
authors: Carbone
authors: Christopher J
authors: CJ
authors: Moody
mesh_terms: D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D055772:Green Chemistry Technology; D054879:Halogenation; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D008274:Magnesium / Q000737:chemistry
chemical_list: D006841:Hydrocarbons, Aromatic; D007211:Indoles; D008274:Magnesium