Synthesis of indole-fused benzodiazepine derivatives by photocatalyzed cascade reaction

We report a cascade synthesis of indole-fused benzodiazepines by the photocatalyzed addition of phenacyl radical, generated from α-acetoxy acetophenone, to 2-(3-methyl-1<i>H</i>-indol-1-yl)aniline, and subsequent cyclodehydration. A range of indole-fused benzodiazepines were obtained from readily available substrates.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d4cc05755d
Citations
5
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
4.68

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article

Synthesis of indole-fused benzodiazepine derivatives by photocatalyzed cascade reaction

Tatsuhiro Uchikura, Tatsushi Oishi, Takahiko Akiyama
5 citations
Chemical Communications
Radical Photochemical Reactions
4.68
article

Synthesis of indole-fused benzodiazepine derivatives by photocatalyzed cascade reaction

Tatsuhiro Uchikura, Tatsushi Oishi, Takahiko Akiyama
article en
5 citations

Abstract

We report a cascade synthesis of indole-fused benzodiazepines by the photocatalyzed addition of phenacyl radical, generated from α-acetoxy acetophenone, to 2-(3-methyl-1<i>H</i>-indol-1-yl)aniline, and subsequent cyclodehydration. A range of indole-fused benzodiazepines were obtained from readily available substrates.

Chemical CommunicationsVol. 61(12)
Gakushuin University (JP)
Japan Society for the Promotion of Science
Openalex Percentile: Top 6%
Radical Photochemical Reactions
4.68
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