title: The Gomberg-Bachmann reaction for the arylation of anilines with aryl diazotates.
abstract: Simply aqueous sodium hydroxide is sufficient to exclude ionic side reactions and to prepare 2-aminobiphenyls from aryl diazotates and anilines through a new variant of the Gomberg-Bachmann reaction (see scheme). The metal-free reaction under basic conditions allows to exploit the highly radical-stabilizing effect of the aniline's free amino function for the first time, which leads to a so far unreached regioselectivity.
authors.affiliation: Department für Chemie und Pharmazie, Pharmazeutische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Schuhstraße 19, 91052 Erlangen, Germany.
authors.forename: Gerald
authors.initials: G
authors.lastname: Pratsch
authors.forename: Tina
authors.initials: T
authors.lastname: Wallaschkowski
authors.forename: Markus R
authors.initials: MR
authors.lastname: Heinrich
mesh_terms: D000611:Aminobiphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D000814:Aniline Compounds / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000611:Aminobiphenyl Compounds; D000814:Aniline Compounds; D001391:Azo Compounds; C014970:2-aminodiphenyl; C023650:aniline