Palladium-Catalyzed Oxidative Cyclization of <i>O</i>-Aryl Cyclic Vinylogous Esters: Synthesis of Benzofuran-Fused Cyclohexenones

This study presents a method for synthesizing functionalized hydrodibenzofuran derivatives. Using palladium catalysis, <i>O</i>-aryl cyclic vinylogous esters undergo dehydrogenative intramolecular arylation at the vinylic carbon. Preliminary kinetic isotope effect studies suggest that the C(aryl)-H bond cleavage may be the rate-determining step.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-11-29
DOI
https://doi.org/10.1021/acs.joc.4c02167
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.75

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article

Palladium-Catalyzed Oxidative Cyclization of O-Aryl Cyclic Vinylogous Esters: Synthesis of Benzofuran-Fused Cyclohexenones

Ko-Wang Yen, Li‐Ching Shen, Yen‐Ku Wu, Chyh‐Cbung Chein et al.
3 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.75
article

Palladium-Catalyzed Oxidative Cyclization of O-Aryl Cyclic Vinylogous Esters: Synthesis of Benzofuran-Fused Cyclohexenones

Ko-Wang Yen, Li‐Ching Shen, Yen‐Ku Wu, Chyh‐Cbung Chein, Shih-Hsun Wung
article en
3 citations

Abstract

This study presents a method for synthesizing functionalized hydrodibenzofuran derivatives. Using palladium catalysis, <i>O</i>-aryl cyclic vinylogous esters undergo dehydrogenative intramolecular arylation at the vinylic carbon. Preliminary kinetic isotope effect studies suggest that the C(aryl)-H bond cleavage may be the rate-determining step.

The Journal of Organic ChemistryVol. 89(24)
National Yang Ming Chiao Tung University (TW)
National Science and Technology Council
Openalex Percentile: Top 31%
Catalytic C–H Functionalization Methods
0.75
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