Photo-Catalyzed Synthesis of Indanones from Aromatic Aldehydes and Terminal Alkynes

Indanones are key structural motifs in pharmaceuticals and bioactive natural products, making their efficient synthesis a subject of continued interest. Conventional methods typically rely on transition-metal catalysis, prefunctionalized substrates, and multiple redox steps. Herein, we report a photochemical C-H annulation strategy for the direct synthesis of indanones from simple, unmodified aromatic aldehydes and terminal alkynes. The reaction proceeds under 365 nm light using tetrabutylphosphonium decatungstate ([Bu<sub>4</sub>P]<sub>4</sub>W<sub>10</sub>O<sub>32</sub>, TBPDT) as a hydrogen atom transfer (HAT) photocatalyst. This prefunctionalization-free protocol tolerates a broad range of substrates, eliminates the need for additional redox steps, and expands the toolbox for sustainable indanone synthesis.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-09-22
DOI
https://doi.org/10.1021/acs.joc.5c01749
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.94
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article

Photo-Catalyzed Synthesis of Indanones from Aromatic Aldehydes and Terminal Alkynes

Florence Babawale, Indrajit Ghosh, Burkhard Koenig
1 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.94
article

Photo-Catalyzed Synthesis of Indanones from Aromatic Aldehydes and Terminal Alkynes

Florence Babawale, Indrajit Ghosh, Burkhard Koenig
article en
1 citations

Abstract

Indanones are key structural motifs in pharmaceuticals and bioactive natural products, making their efficient synthesis a subject of continued interest. Conventional methods typically rely on transition-metal catalysis, prefunctionalized substrates, and multiple redox steps. Herein, we report a photochemical C-H annulation strategy for the direct synthesis of indanones from simple, unmodified aromatic aldehydes and terminal alkynes. The reaction proceeds under 365 nm light using tetrabutylphosphonium decatungstate ([Bu<sub>4</sub>P]<sub>4</sub>W<sub>10</sub>O<sub>32</sub>, TBPDT) as a hydrogen atom transfer (HAT) photocatalyst. This prefunctionalization-free protocol tolerates a broad range of substrates, eliminates the need for additional redox steps, and expands the toolbox for sustainable indanone synthesis.

The Journal of Organic ChemistryVol. 90(39)
University of Regensburg (DE)
Openalex Percentile: Top 21%
Catalytic C–H Functionalization Methods
0.94
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