title: Palladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts.
abstract: The direct synthesis of N-arylated carbazoles through a palladium-catalyzed amination of cyclic iodonium salts with anilines is described. In particular, electron-poor aniline derivatives reacted smoothly with only 5 mol % of Pd(OAc)2 as catalyst to give the desired products in up to 71% yield. Furthermore, the reactivity of cyclic iodonium salts is compared with the reactivity of the corresponding cyclic bromonium analogues.
authors.affiliation: Merck KGaA, Performance Materials Division, Location F61/391, Frankfurter Straße 250, 64293 Darmstadt, Germany ; Institut für Organische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany.
authors.forename: Stefan
authors.initials: S
authors.lastname: Riedmüller
authors.forename: Boris J
authors.initials: BJ
authors.lastname: Nachtsheim
keywords: amination; carbazoles; hypervalent; iodine; iodonium salts