Palladium-Catalyzed\nOxidative Cyclization of <i>O</i>‑Aryl Cyclic Vinylogous\nEsters: Synthesis of Benzofuran-Fused\nCyclohexenones

This study presents a method for synthesizing functionalized\nhydrodibenzofuran\nderivatives. Using palladium catalysis, <i>O</i>-aryl cyclic\nvinylogous esters undergo dehydrogenative intramolecular arylation\nat the vinylic carbon. Preliminary kinetic isotope effect studies\nsuggest that the C(aryl)–H bond cleavage may be the rate-determining\nstep.

Publication Details

Journal
Figshare
Published
2024-11-29
DOI
https://doi.org/10.1021/acs.joc.4c02167.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Palladium-Catalyzed\nOxidative Cyclization of O‑Aryl Cyclic Vinylogous\nEsters: Synthesis of Benzofuran-Fused\nCyclohexenones

Figshare
Catalytic C–H Functionalization Methods
article

Palladium-Catalyzed\nOxidative Cyclization of O‑Aryl Cyclic Vinylogous\nEsters: Synthesis of Benzofuran-Fused\nCyclohexenones

article en

Abstract

This study presents a method for synthesizing functionalized\nhydrodibenzofuran\nderivatives. Using palladium catalysis, <i>O</i>-aryl cyclic\nvinylogous esters undergo dehydrogenative intramolecular arylation\nat the vinylic carbon. Preliminary kinetic isotope effect studies\nsuggest that the C(aryl)–H bond cleavage may be the rate-determining\nstep.

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Catalytic C–H Functionalization Methods
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Palladium-Catalyzed\nOxidative Cyclization of <i>O</i>‑Aryl Cyclic Vinylogous\nEsters: Synthesis of Benzofuran-Fused\nCyclohexenones · Figshare (2024) | TGRS Research Map | TGRS