Visible-Light-Induced Transition-Metal-Free Nitrogen-Centered Radical Strategy for the Synthesis of 2-Acylated 9H-Pyrrolo[1,2-a]indoles,The Journal of Organic Chemistry

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Visible-Light-Induced Transition-Metal-Free Nitrogen-Centered Radical Strategy for the Synthesis of 2-Acylated 9H-Pyrrolo[1,2-a]indoles
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2021-09-15 , DOI: 10.1021/acs.joc.1c01834
Wen-Qin Yu ₁ , Jun Xie ₁ , Zan Chen ₁ , Bi-Quan Xiong ₁ , Yu Liu ₁ , Ke-Wen Tang ₁

Affiliation

A convenient and efficient visible-light-induced tandem acylation/cyclization of N-propargylindoles with aryl- or alkyl-substituted acyl oxime esters for the synthesis of 2-acyl-substituted 9H-pyrrolo[1,2-a]indoles under transition-metal-free conditions, which proceeds via nitrogen-centered radical-mediated cleavage of the C–C σ-bond in acyl oxime esters, is established. The aryl or alkyl acyl radicals, which come from acyl oxime esters, attack the C–C triple bonds in N-propargylindoles and then go through intramolecular cyclization/isomerization.

中文翻译：

用于合成 2-酰化 9H-吡咯并 [1,2-a] 吲哚的可见光诱导过渡金属无氮中心自由基策略

N-炔丙基吲哚与芳基-或烷基-取代的酰基肟酯的方便有效的可见光诱导串联酰化/环化，用于合成2-酰基-取代的9 H-吡咯并[1,2- a ]吲哚过渡建立了无金属条件，该条件通过氮中心自由基介导的酰基肟酯中 C-C σ 键的裂解进行。来自酰基肟酯的芳基或烷基酰基自由基攻击N-炔丙基吲哚中的 C-C 三键，然后进行分子内环化/异构化。

更新日期：2021-10-01

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