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

Babawale, Florenc and Ghosh, Indrajit and Koenig, Burkhard (2025) Photo-Catalyzed Synthesis of Indanones from Aromatic Aldehydes and Terminal Alkynes. JOURNAL OF ORGANIC CHEMISTRY, 90 (39). pp. 13885-13890. ISSN 0022-3263, 1520-6904

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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 ([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.

Item Type: Article
Uncontrolled Keywords: CARBONYLATIVE CYCLIZATION REACTIONS; O-IODOPHENYL KETONES; C-H; REGIOSELECTIVE CARBOCYCLIZATION; ANNULATION; INDENONES; CARBOPALLADATION; PHOTOCATALYSIS; DEUTERATION; ROUTE;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 16 Jun 2026 08:06
Last Modified: 16 Jun 2026 08:06
URI: https://pred.uni-regensburg.de/id/eprint/65982

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