Selenylation/Cyclization of 1‐(2‐(Allyloxy)aryl)‐1H‐indoles Access to Seleno‐Benzo[2,3][1,4]oxazepino[4,5‐a]indole Derivatives

Abstract The iron (ІІІ)‐promoted tandem cyclization of 1‐(2‐(allyloxy)aryl)‐1 H ‐indoles with diselenides has been developed for the preparation of seleno‐benzo[2,3][1,4]oxazepino[4,5‐a]indole derivatives. The investigation to determine the best reaction conditions indicated the use of 1‐(2‐(allyloxy)aryl)‐1 H ‐indoles (0.2 mmol) with diselenides (1.5 equiv.) and iron(III) chloride (1.5 equiv.) in acetonitrile at room temperature under air, and more than 48 examples were obtained. The reaction features access to selenized 7‐membered containing nitrogen‐oxygen heterocyclic skeleton, which also represents a 7‐exo‐trig cyclization process of 1‐(2‐((2‐methylallyl)oxy)aryl)‐1 H ‐indoles and diselenides.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-10-16
DOI
https://doi.org/10.1002/adsc.202401056
Citations
5
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
Field-Weighted Citation Impact
1.75
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article

Selenylation/Cyclization of 1‐(2‐(Allyloxy)aryl)‐1H‐indoles Access to Seleno‐Benzo[2,3][1,4]oxazepino[4,5‐a]indole Derivatives

Mei Ling Pan, Liangce Rong, Yuliang Qian, Haicheng Zhao et al.
5 citations
Advanced Synthesis & Catalysis
Organoselenium and organotellurium chemistry
1.75
article

Selenylation/Cyclization of 1‐(2‐(Allyloxy)aryl)‐1H‐indoles Access to Seleno‐Benzo[2,3][1,4]oxazepino[4,5‐a]indole Derivatives

Mei Ling Pan, Liangce Rong, Yuliang Qian, Haicheng Zhao, Xiao‐Qin Liu, Jiyao Liu, Hailin Liao
article en
5 citations

Abstract

Abstract The iron (ІІІ)‐promoted tandem cyclization of 1‐(2‐(allyloxy)aryl)‐1 H ‐indoles with diselenides has been developed for the preparation of seleno‐benzo[2,3][1,4]oxazepino[4,5‐a]indole derivatives. The investigation to determine the best reaction conditions indicated the use of 1‐(2‐(allyloxy)aryl)‐1 H ‐indoles (0.2 mmol) with diselenides (1.5 equiv.) and iron(III) chloride (1.5 equiv.) in acetonitrile at room temperature under air, and more than 48 examples were obtained. The reaction features access to selenized 7‐membered containing nitrogen‐oxygen heterocyclic skeleton, which also represents a 7‐exo‐trig cyclization process of 1‐(2‐((2‐methylallyl)oxy)aryl)‐1 H ‐indoles and diselenides.

Advanced Synthesis & CatalysisVol. 367(1)
Jiangsu Normal University (CN)
Openalex Percentile: Top 16%
Organoselenium and organotellurium chemistry
1.75
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