Co(III)-Catalyzed Three-Component Assembling of 2-Pyridones with 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.

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Publication Details

Journal
Organic Letters
Published
2025-03-24
DOI
https://doi.org/10.1021/acs.orglett.5c00487
Citations
4
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
3.74

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article

Co(III)-Catalyzed Three-Component Assembling of 2-Pyridones with Dienes and Formaldehyde via C–H Bond Activation

Masilamani Jeganmohan, Priyambada Prusty
4 citations
Organic Letters
Catalytic C–H Functionalization Methods
3.74
article

Co(III)-Catalyzed Three-Component Assembling of 2-Pyridones with Dienes and Formaldehyde via C–H Bond Activation

Masilamani Jeganmohan, Priyambada Prusty
article en
4 citations

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.

Organic LettersVol. 27(13)
Indian Institute of Technology Madras (IN)
Indian Institute of Technology Madras, Science and Engineering Research Board
Openalex Percentile: Top 8%
Catalytic C–H Functionalization Methods
3.74
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Co(III)-Catalyzed Three-Component Assembling of 2-Pyridones with Dienes and Formaldehyde via C–H Bond Activation — Masilamani Jeganmohan, Priyambada Prusty · Organic Letters (2025) | TGRS Research Map | TGRS