title: Metal-free annulation of arenes with 2-aminopyridine derivatives: the methyl group as a traceless non-chelating directing group.
abstract: A novel annulation reaction between 2-aminopyridine derivatives and arenes under metal-free conditions is described. The presented intermolecular transformation provided straightforward access to the important pyrido[1,2-a]benzimidazole scaffold under mild reaction conditions. The unprecedented application of the methyl group of methylbenzenes as a traceless, non-chelating, and highly regioselective directing group is reported.
authors.affiliation: Abteilung Chemische Biologie, Max-Planck-Institut für Molekulare Physiologie, Otto-Hahn-Strasse 11, 44227 Dortmund (Germany); Fakultät Chemie und Chemische Biologie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund (Germany).
authors.forename: Srimanta
authors.initials: S
authors.lastname: Manna
authors.forename: Kiran
authors.initials: K
authors.lastname: Matcha
authors.forename: Andrey P
authors.initials: AP
authors.lastname: Antonchick
mesh_terms: D000631:Aminopyridines / Q000737:chemistry*; D006838:Hydrocarbons / Q000737:chemistry*; D008670:Metals / Q000032:analysis
chemical_list: D000631:Aminopyridines; D006838:Hydrocarbons; D008670:Metals; C032439:alpha-aminopyridine
keywords: CH amination; annulation; benzimidazoles; hypervalent iodine reagents; metal-free reactions