Divergent Synthesis of Pentacyclic Isoindolinones Enabled by Sequential Insertion of Two Different Isocyanides and Acid Promoted Cyclization of Ketenimines

作者：Yiming Zhu, Xiaoping Xu, Shun‐Jun Ji · 发表于：Organic Letters · 年份：2023 · DOI：10.1021/acs.orglett.3c00393 · 被引用次数：22 · 研究领域：Catalytic C–H Functionalization Methods、Synthesis and pharmacology of benzodiazepine derivatives、Synthesis and Catalytic Reactions

-bromobenzaldehydes and two different isocyanides was developed to assemble series of isoindolinones with spiroindolenine or azepinoindole skeletons. This sequential insertion reaction features mild conditions, a wide substrate scope, and high efficiency. Preliminary mechanistic study indicated that the difference in steric hindrance between isocyanide components is crucial when regulating the reaction sequence, whereas the ligand also played an important role during the whole process.