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.
Original language | English |
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Pages (from-to) | 15039-15044 |
Number of pages | 6 |
Journal | Chemistry: A European Journal |
Volume | 17 |
Issue number | 52 |
Early online date | 28 Nov 2011 |
DOIs | |
Publication status | Published - 23 Dec 2011 |