Pd-Catalyzed Intramolecular Vinyl C–H Acylation with Carboxyl Group: A Facile Access to 1-Indenones

Chenglong Li , Qihang Tan , Zirun Wang , Qiang Wu , Jacek E. Nycz , Long Liu , Tianzeng Huang , Tieqiao Chen

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (17) : 2187 -2192.

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Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (17) : 2187 -2192. DOI: 10.1002/cjoc.70095
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Pd-Catalyzed Intramolecular Vinyl C–H Acylation with Carboxyl Group: A Facile Access to 1-Indenones

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Abstract

1-Indenones commonly occur in many bioactive and material molecules, thus their highly efficient synthesis attracts much attention from the synthetic community. In this manuscript, we reported an efficient method for their preparation. This reaction used the ortho-vinyl carboxylic acids as the starting material and took place through the intramolecular vinyl C–H acylation with carboxyl group. By the strategy, a wide range of 1-indenones, including both 3-substituted and 2,3-disubstituted ones, were precisely synthesized in high yields. Moreover, this reaction featured a high functional group tolerance. In addition, this reaction could be scaled up without any decrease in the reaction efficiency. We anticipate this new reaction will find wide applications in organic synthesis.

Keywords

Carboxylic acids / Vinyl C–H acylation / 1-Indenones / Palladium catalysis / Cyclization / Redox reactions / Selectivity / Methodology and Reactions

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Chenglong Li, Qihang Tan, Zirun Wang, Qiang Wu, Jacek E. Nycz, Long Liu, Tianzeng Huang, Tieqiao Chen. Pd-Catalyzed Intramolecular Vinyl C–H Acylation with Carboxyl Group: A Facile Access to 1-Indenones. Chinese Journal of Chemistry, 2025, 43(17): 2187-2192 DOI:10.1002/cjoc.70095

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