Synthesis of Cyclobuta[b]acetylindolines via Gold Photocatalysis

by Nestor Bracho Pozsoni, Marcel Matas, Roman V Larkovich, Sayan Dutta, Junying Wang, Ihar E Mikhnavets, Vladislav A Voloshkin, Kristof Van Hecke, Bholanath Maity, Luigi Cavallo, Catherine SJ Cazin, Steven P Nolan
Year: 2025 DOI: https://doi.org/10.1021/acs.orglett.5c02294

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Organic Letters

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.