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Dr. Gitte Van Baelen, Sander Kuijer, Lukáš Rýček, Dr. Sergey Sergeyev, Elwin Janssen, Dr. Frans J. J. de Kanter, Prof. Dr. Bert U. W. Maes, Dr. Eelco Ruijter and Prof. Dr. Romano V. A. Orru Synthesis of 4-Aminoquinazolines by Palladium-Catalyzed Intramolecular Imidoylation of N-(2-Bromoaryl)amidines Chemistry - A European Journal 17

Version of Record online: 28 NOV 2011 | DOI: 10.1002/chem.201102468

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What CO can do, R[BOND]NC does, too! In analogy to carbonylative cross-coupling reactions, a Pd-catalyzed intramolecular imidoylative cross-coupling reaction of N-(2-bromophenyl)amidines, smoothly yielding 4-aminoquinazolines, has been developed (see scheme). After optimization of the reaction with respect to the Pd source, ligand, base, solvent, and temperature, a series of diversely substituted 4-aminoquinazolines of significant pharmaceutical interest were prepared.

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