Silver-Mediated Indole (4 2) Dearomative Annulation with N-Radicals: A Strategy To Construct Heterocycle-Fused Indolines

Silver-Mediated Indole (4 2) Dearomative Annulation with N-Radicals: A Strategy To Construct Heterocycle-Fused Indolines
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银介导的吲哚 (4 2) 与 N 基团的脱芳环化:构建杂环稠合吲哚啉的策略

DOI:
10.1021/acscatal.8b04933
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发表时间:
2019
期刊:
影响因子:
12.9
通讯作者:
Li Ming
Li Ming
中科院分区:
化学1区
文献类型:
--
作者:
Zhang Lin Bao;Zhu Ming Hui;Ni Shao Fei;Wen Li Rong;Li Ming

文献摘要

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本文报道了区域选择性AgI介导的取代吲哚的(4+2)环化反应。这种转化提供了快速获得官能化杂环稠合吲哚骨架的途径,具有广泛的官能团、高原子经济性和一步易于处理的性质。此外,银催化剂的回收实验可以降低成本。密度泛函理论(DFT)的研究支持“自由基阳离子”途径,其中C-N键的形成决定了限速步骤。
A regioselective AgI-mediated dearomative (4 + 2) annulation reaction of substituted indoles has been developed. The transformation provides rapid access to functionalized heterocycle fused indoline skeletons with broad functional groups, high atom economy, and an easy-to-handle nature in one step. Moreover, the recovery experiment of silver catalysts could reduce the cost. Density functional theory (DFT) studies support a “radical cation” pathway in which C–N bond formation determines the rate-limiting step.