Expedient Pd‐Catalyzed α‐Arylation towards Dibenzoxepinones. Pivotal Manske's Ketone for the Formal Synthesis of Cularine Alkaloids

Autor: Deichert, Julie Amanda, Mizufune, Hideya, Patel, Jignesh J., Hurst, Timothy E., Maheta, Ashish, Kitching, Matthew, Ross, Avena, Snieckus, Victor
Jazyk: angličtina
Rok vydání: 2020
Předmět:
DOI: 10.1002/ejoc.202000424
Popis: The general synthesis of diversely substituted dibenzoxepinones by a combined Pd‐catalyzed α‐arylation and SNAr strategy is reported and applied to the synthesis of Manske's ketone, a key intermediate en route to the total synthesis of cularine alkaloids. In the course of this work, an unanticipated ring contraction reaction to a xanthone was observed and serves as a caveat for the conditions of the widely used α‐arylation reaction.
Databáze: OpenAIRE