Light‐Driven [2 + 2] Cycloaddition Strategies for the Synthesis of Cyclobuta[ <i>b</i> ]indoles and Their Derivatives

The dearomatization of indoles is a powerful strategy for transforming simple substrates into architecturally complex molecular frameworks. This review provides a comprehensive overview of photoinduced methodologies developed for the construction of three‐dimensional polycyclic systems bearing indolyl‐cyclobutane motifs. We summarize classical ultraviolet(‐driven [2 + 2] cycloaddition reactions alongside recent advances in photocatalysis, including sensitizer‐ or photocatalyst‐mediated energy‐transfer and single‐electron transfer processes. Attention is also given to photoinduced hetero‐[2 + 2] cycloadditions, specifically the Büchi and aza‐Büchi reactions, as well as photodimerization pathways of indole derivatives. Together, these approaches provide valuable and versatile tools for the rapid assembly of complex molecular architectures and drug‐like scaffolds.

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Journal
ChemPhotoChem
Published
2026-05-29
DOI
https://doi.org/10.1002/cptc.70190
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Light‐Driven [2 + 2] Cycloaddition Strategies for the Synthesis of Cyclobuta[ b ]indoles and Their Derivatives

Maria Chiara Cabua, Alberto Luridiana, Davide Moi, Francesco Secci et al.
ChemPhotoChem
Radical Photochemical Reactions
article

Light‐Driven [2 + 2] Cycloaddition Strategies for the Synthesis of Cyclobuta[ b ]indoles and Their Derivatives

Maria Chiara Cabua, Alberto Luridiana, Davide Moi, Francesco Secci, Emanuele Cocco
article en

Abstract

The dearomatization of indoles is a powerful strategy for transforming simple substrates into architecturally complex molecular frameworks. This review provides a comprehensive overview of photoinduced methodologies developed for the construction of three‐dimensional polycyclic systems bearing indolyl‐cyclobutane motifs. We summarize classical ultraviolet(‐driven [2 + 2] cycloaddition reactions alongside recent advances in photocatalysis, including sensitizer‐ or photocatalyst‐mediated energy‐transfer and single‐electron transfer processes. Attention is also given to photoinduced hetero‐[2 + 2] cycloadditions, specifically the Büchi and aza‐Büchi reactions, as well as photodimerization pathways of indole derivatives. Together, these approaches provide valuable and versatile tools for the rapid assembly of complex molecular architectures and drug‐like scaffolds.

ChemPhotoChemVol. 10(6)
University of Cagliari (IT)
Affordable and clean energy
Openalex Percentile: Top 10%
Radical Photochemical Reactions
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