Pd‐Catalyzed Cyclization of <i>o</i>‐Iodoanilines with Acrylates or Acrylic Acids: A Convenient One‐Step Route to 2‐Quinolinones

Abstract A convenient and general method for the construction of 2‐quinolinones was developed in this paper. The Pd‐catalyzed cyclization reaction of various o ‐iodoanilines with acrylates or acrylic acids proceeded smoothly to produce 2‐quinolinones in 28–&gt;99 % yields. The key to achieve the cyclization reaction is to utilize suitable base, such as potassium pivalate and potassium acetate. Various synthetically useful functional groups, such as halogen atoms, methoxycarbonyl, and nitro groups, remained intact during the reaction. The effects of catalyst and base on this cyclization reaction and kinetic experiments were investigated to understand the aspect of the reaction.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-09-23
DOI
https://doi.org/10.1002/ejoc.202400744
Citations
5
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.25

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article

Pd‐Catalyzed Cyclization of o‐Iodoanilines with Acrylates or Acrylic Acids: A Convenient One‐Step Route to 2‐Quinolinones

Xiaoyu Zhou, Jiahui Zhou, Chunyan Liu, Xia Chen
5 citations
European Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
1.25
article

Pd‐Catalyzed Cyclization of o‐Iodoanilines with Acrylates or Acrylic Acids: A Convenient One‐Step Route to 2‐Quinolinones

Xiaoyu Zhou, Jiahui Zhou, Chunyan Liu, Xia Chen
article en
5 citations

Abstract

Abstract A convenient and general method for the construction of 2‐quinolinones was developed in this paper. The Pd‐catalyzed cyclization reaction of various o ‐iodoanilines with acrylates or acrylic acids proceeded smoothly to produce 2‐quinolinones in 28–&gt;99 % yields. The key to achieve the cyclization reaction is to utilize suitable base, such as potassium pivalate and potassium acetate. Various synthetically useful functional groups, such as halogen atoms, methoxycarbonyl, and nitro groups, remained intact during the reaction. The effects of catalyst and base on this cyclization reaction and kinetic experiments were investigated to understand the aspect of the reaction.

European Journal of Organic ChemistryVol. 27(42)
Liupanshui Normal University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Guizhou Province
Openalex Percentile: Top 22%
Catalytic C–H Functionalization Methods
1.25
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Pd‐Catalyzed Cyclization of <i>o</i>‐Iodoanilines with Acrylates or Acrylic Acids: A Convenient One‐Step Route to 2‐Quinolinones — Xiaoyu Zhou, Jiahui Zhou, et al. · European Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS