1243328-12-2Relevant academic research and scientific papers
Synthesis of dibenzazepinones by palladium-catalyzed intramolecular arylation of o -(2′-Bromophenyl)anilide enolates
Pan, Xiaohong,Wilcox, Craig S.
experimental part, p. 6445 - 6451 (2010/12/20)
A new approach for the convenient synthesis of dibenzazepinones is reported. The key step is the formation of the seven-membered ring through palladium-catalyzed intramolecular arylation of an anilide enolate. T'e reactions were completed in 10 min at 100 °C with moderate to excellent yields. Aminodibenzazepinone 1, the core structure in the γ-secretase inhibitor LY411575, can be prepared in five steps from 2-bromophenylboronic acid and 2-iodoaniline in 60% overall yield. The synthesis reported here compares favorably with presently available approaches to this interesting ring system.
