协同铜/亚胺催化实现氧化吲哚到喹啉酮的骨架转化。
Skeletal Transformation of Oxindoles into Quinolinones Enabled by Synergistic Copper/Iminium Catalysis.
机构信息
School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
出版信息
J Org Chem. 2023 Apr 7;88(7):4863-4874. doi: 10.1021/acs.joc.3c00103. Epub 2023 Mar 22.
PMID:36946256
Abstract
We describe a synergistic Cu/secondary amine catalysis for skeletal transformation of an oxindole core into a quinolinone skeleton, which generates several structurally new pyridine-fused quinolinones. The synergistic reactions allow expansion of a five-membered lactam ring by radical cation-triggered C-C bond cleavage and enable a further intramolecular cyclization with the aim to construct totally distinct core skeletons.
摘要
我们描述了一种协同的 Cu/二级胺催化作用，可将氧化吲哚核心转化为喹啉酮骨架，生成几种结构新颖的吡啶并喹啉酮。协同反应允许通过自由基阳离子引发的 C-C 键断裂扩展五元内酰胺环，并进一步进行分子内环化，旨在构建完全不同的核心骨架。
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