1325217-84-2Relevant academic research and scientific papers
Synthesis of 4-aminoquinazolines by palladium-catalyzed intramolecular imidoylation of N-(2-bromoaryl)amidines
Van Baelen, Gitte,Kuijer, Sander,Rycek, Lukas,Sergeyev, Sergey,Janssen, Elwin,De Kanter, Frans J. J.,Maes, Bert U. W.,Ruijter, Eelco,Orru, Romano V. A.
, p. 15039 - 15044 (2012/02/01)
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.
Palladium-catalyzed intramolecular C(sp2)-H amidination by isonitrile insertion provides direct access to 4-aminoquinazolines from N-arylamidines
Wang, Yong,Wang, Honggen,Peng, Jiangling,Zhu, Qiang
, p. 4604 - 4607 (2011/10/12)
An efficient method for the synthesis of 4-amino-2-aryl(alkyl)quinazolines from readily available N-arylamidines and isonitriles via palladium-catalyzed intramolecular aryl C-H amidination by isonitrile insertion has been developed.
