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Babawale, Florence ; Ghosh, Indrajit ; König, Burkhard

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

Babawale, Florence , Ghosh, Indrajit and König, Burkhard (2025) Photo-Catalyzed Synthesis of Indanones from Aromatic Aldehydes and Terminal Alkynes. The Journal of Organic Chemistry 90 (39), pp. 13885-13890.

Date of publication of this fulltext: 10 Oct 2025 05:56
Article
DOI to cite this document: 10.5283/epub.77950


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 ...

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 ([Bu4P]4W10O32, 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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Details

Item typeArticle
Journal or Publication TitleThe Journal of Organic Chemistry
Publisher:American Chemical Society (ACS)
Volume:90
Number of Issue or Book Chapter:39
Page Range:pp. 13885-13890
Date22 September 2025
InstitutionsChemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Projects
Funded by: Deutsche Forschungsgemeinschaft (DFG) (465006243)
Funded by: Deutsche Forschungsgemeinschaft (DFG) (444632635)
Identification Number
ValueType
10.1021/acs.joc.5c01749DOI
40980870PubMed ID
Keywordsphotocatalysis; tetrabutylphosphonium decatungstate; C–H annulation; metal-free
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgYes
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-779501
Item ID77950

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