Synthesis of Cyclobuta[<i>b</i>]acetylindolines via Gold Photocatalysis

The [2 + 2] cycloaddition reaction constitutes a powerful tool for the construction of cyclobutane-fused scaffolds. A protocol for the intermolecular cycloaddition of 1-acetylindoles was developed where [Au(SIPr)Cbz] has proven indispensable for this purpose, while conventional photocatalysts, such as iridium and organic photosensitizers, have shown limited efficiency. Our findings unlocked the synthesis of cyclobutane-fused indolines, without any required substituent at the C2 or C3 position.

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Publication Details

Journal
Organic Letters
Published
2025-07-24
DOI
https://doi.org/10.1021/acs.orglett.5c02294
Citations
2
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
1.87

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article

Synthesis of Cyclobuta[b]acetylindolines via Gold Photocatalysis

Catherine S. J. Cazin, Kristof Van Hecke, Bholanath Maity, Nestor Bracho Pozsoni et al.
2 citations
Organic Letters
Oxidative Organic Chemistry Reactions
1.87
article

Synthesis of Cyclobuta[b]acetylindolines via Gold Photocatalysis

Catherine S. J. Cazin, Kristof Van Hecke, Bholanath Maity, Nestor Bracho Pozsoni, Luigi Cavallo, Miquel Gassiot i Matas, Vladislav A. Voloshkin, Sayan Dutta, Roman V. Larkovich, Steven P. Nolan, Junying Wang, Ihar E. Mikhnavets
article en
2 citations

Abstract

The [2 + 2] cycloaddition reaction constitutes a powerful tool for the construction of cyclobutane-fused scaffolds. A protocol for the intermolecular cycloaddition of 1-acetylindoles was developed where [Au(SIPr)Cbz] has proven indispensable for this purpose, while conventional photocatalysts, such as iridium and organic photosensitizers, have shown limited efficiency. Our findings unlocked the synthesis of cyclobutane-fused indolines, without any required substituent at the C2 or C3 position.

Organic LettersVol. 27(31)
Ghent University Hospital (BE), Centre for Sustainable Energy (GB), King Abdullah University of Science and Technology (SA)
Fonds Wetenschappelijk Onderzoek, King Abdullah University of Science and Technology, Universiteit Gent
Openalex Percentile: Top 14%
Oxidative Organic Chemistry Reactions
1.87
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Synthesis of Cyclobuta[<i>b</i>]acetylindolines via Gold Photocatalysis — Catherine S. J. Cazin, Kristof Van Hecke, et al. · Organic Letters (2025) | TGRS Research Map | TGRS