Nickel-catalyzed hydroacylation of acrylates with carboxylic acids

The nickel-catalyzed hydroacylation of acrylates with carboxylic acids is described herein. The reaction exhibits a broad substrate scope of acyl donors. Aromatic and aliphatic carboxylic acids are amenable to this reaction. Functional groups such as halogens, heteroaromatic rings, and cyano groups are well tolerated. Apart from carboxylic acid, it was demonstrated that carboxylic anhydrides, acyl chlorides, carboxylic esters, and benzothioate esters are useful acyl precursors. Mechanistic studies were carried out to elucidate the possible reaction mechanism, and it is likely that zinc benzoate is a key intermediate.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc03750f
Citations
1
Primary Topic
Chemical Synthesis and Reactions
Type
article
Field-Weighted Citation Impact
0.94
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Nickel-catalyzed hydroacylation of acrylates with carboxylic acids

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article

Nickel-catalyzed hydroacylation of acrylates with carboxylic acids

Z.B. Wang, Cai Long, Hongwei Jin, Bingwei Zhou, Yuanyuan Hu
article en
1 citations

Abstract

The nickel-catalyzed hydroacylation of acrylates with carboxylic acids is described herein. The reaction exhibits a broad substrate scope of acyl donors. Aromatic and aliphatic carboxylic acids are amenable to this reaction. Functional groups such as halogens, heteroaromatic rings, and cyano groups are well tolerated. Apart from carboxylic acid, it was demonstrated that carboxylic anhydrides, acyl chlorides, carboxylic esters, and benzothioate esters are useful acyl precursors. Mechanistic studies were carried out to elucidate the possible reaction mechanism, and it is likely that zinc benzoate is a key intermediate.

Chemical CommunicationsVol. 61(74)
Quzhou University (CN), Zhejiang University of Technology (CN)
Openalex Percentile: Top 23%
Chemical Synthesis and Reactions
0.94
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