title: Synthesis of 4-aminoquinazolines by palladium-catalyzed intramolecular imidoylation of N-(2-bromoaryl)amidines.
abstract: Compared with the widespread use of carbonylative Pd-catalyzed cross-coupling reactions, similar reactions involving isocyanide insertion are almost virgin territory. We investigated the intramolecular imidoylative cross-coupling of N-(2-bromoaryl)amidines, leading to 4-aminoquinazolines. After thorough optimization of the reaction with respect to palladium source and loading, ligand, base, temperature, and solvent, a small library of 4-aminoquinazolines was prepared to determine the scope of this method. Various substituents are tolerated on the amidine and the isocyanide, providing efficient access to a broad range of diversely substituted 4-aminoquinazolines of significant pharmaceutical interest.
authors: Department of Chemistry & Pharmaceutical Sciences, Amsterdam Institute for Molecules, Medicines & Systems, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
authors: Gitte
authors: G
authors: Van Baelen
authors: Sander
authors: S
authors: Kuijer
authors: Lukáš
authors: L
authors: Rýček
authors: Sergey
authors: S
authors: Sergeyev
authors: Elwin
authors: E
authors: Janssen
authors: Frans J J
authors: FJ
authors: de Kanter
authors: Bert U W
authors: BU
authors: Maes
authors: Eelco
authors: E
authors: Ruijter
authors: Romano V A
authors: RV
authors: Orru