Co(III)-CatalyzedThree-Component Assembling of 2‑Pyridoneswith Dienes and Formaldehyde via C–H Bond Activation

Here, we have demonstrated a Co(III)-catalyzed C–H functionalization of substituted pyridones with dienes and <i>para</i>-formaldehyde via a three-component sequential reaction. A library of homoallylic alcohols is synthesized with high regio- and chemoselectivity. The reaction scope is widely compatible with various substituted <i>N</i>-pyridyl-2-pyridones, butadiene, and substituted dienes. Interestingly, <i>N</i>-pyridyl-4-pyridone also participated in the reaction. The synthesized product was further converted into dihydrofuran-derived <i>N</i>-pyridyl-2-pyridone derivatives. A convincing mechanism and mechanistic investigations are described to justify the current methodology.

Publication Details

Journal
Figshare
Published
2025-03-24
DOI
https://doi.org/10.1021/acs.orglett.5c00487.s001
Primary Topic
Catalytic C–H Functionalization Methods
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article
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article

Co(III)-CatalyzedThree-Component Assembling of 2‑Pyridoneswith Dienes and Formaldehyde via C–H Bond Activation

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Catalytic C–H Functionalization Methods
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Co(III)-CatalyzedThree-Component Assembling of 2‑Pyridoneswith Dienes and Formaldehyde via C–H Bond Activation

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Abstract

Here, we have demonstrated a Co(III)-catalyzed C–H functionalization of substituted pyridones with dienes and <i>para</i>-formaldehyde via a three-component sequential reaction. A library of homoallylic alcohols is synthesized with high regio- and chemoselectivity. The reaction scope is widely compatible with various substituted <i>N</i>-pyridyl-2-pyridones, butadiene, and substituted dienes. Interestingly, <i>N</i>-pyridyl-4-pyridone also participated in the reaction. The synthesized product was further converted into dihydrofuran-derived <i>N</i>-pyridyl-2-pyridone derivatives. A convincing mechanism and mechanistic investigations are described to justify the current methodology.

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Openalex Percentile: Top 58%
Catalytic C–H Functionalization Methods
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Co(III)-CatalyzedThree-Component Assembling of 2‑Pyridoneswith Dienes and Formaldehyde via C–H Bond Activation · Figshare (2025) | TGRS Research Map | TGRS