Imidazo[1,5-a]pyridin-3-ylidene-Catalyzed Oxidative Esterification of Aldehydes: Remarkable Electronic Effect Regarding π-Accepting Character of Ring-Fused N-Heterocyclic Carbene

Abstract Imidazo[1,5-a]pyrid-3-ylidene (IPC)-catalyzed oxidative esterification of aldehydes was investigated. A series of IPCs showed good catalytic activity, in particular, sterically hindered ones. Substituents on the 3-position of imidazo[1,5-a]pyridine ring significantly influenced its catalytic activity, and electron-withdrawing substituent accelerated the reaction.

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Publication Details

Journal
Synthesis
Published
2024-12-11
DOI
https://doi.org/10.1055/a-2500-6556
Primary Topic
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Imidazo[1,5-a]pyridin-3-ylidene-Catalyzed Oxidative Esterification of Aldehydes: Remarkable Electronic Effect Regarding π-Accepting Character of Ring-Fused N-Heterocyclic Carbene

Fumitoshi Shibahara, Koki Endo
Synthesis
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
article

Imidazo[1,5-a]pyridin-3-ylidene-Catalyzed Oxidative Esterification of Aldehydes: Remarkable Electronic Effect Regarding π-Accepting Character of Ring-Fused N-Heterocyclic Carbene

Fumitoshi Shibahara, Koki Endo
article en

Abstract

Abstract Imidazo[1,5-a]pyrid-3-ylidene (IPC)-catalyzed oxidative esterification of aldehydes was investigated. A series of IPCs showed good catalytic activity, in particular, sterically hindered ones. Substituents on the 3-position of imidazo[1,5-a]pyridine ring significantly influenced its catalytic activity, and electron-withdrawing substituent accelerated the reaction.

SynthesisVol. 57(05)
Gifu University (JP)
Japan Society for the Promotion of Science
Clean water and sanitation
Openalex Percentile: Top 83%
N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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