Synthesis of 3-benzoylisoxazolines by copper(Ⅰ) bromide-catalyzed 1,3-dipolar cycloaddition of nitroketones with dipolarophiles

An efficient copper(Ⅰ) bromide catalyzed 1,3-dipolar cycloaddition reaction of different α-nitroketones with dipolarophiles has been investigated. These reactions afford the corresponding 3-benzoylisoxazolines in moderate to high yields (up to 99.9 %) under mild conditions. This method provides an economical and simple route to construction of isoxazole or isoxazoline ring. • The first application of cuprous bromide to construct isoxazoline ring. • The reaction substrate range is wide. • These reactions afford the corresponding 3-benzoylisoxazolines in moderate to high yields (up to 99.9 %) under mild conditions. • Reaction applications can achieve gram-scale conversion.

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Publication Details

Journal
Tetrahedron
Published
2025-12-11
DOI
https://doi.org/10.1016/j.tet.2025.135088
Primary Topic
Synthesis of heterocyclic compounds
Type
article
Field-Weighted Citation Impact
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article

Synthesis of 3-benzoylisoxazolines by copper(Ⅰ) bromide-catalyzed 1,3-dipolar cycloaddition of nitroketones with dipolarophiles

Xiling Deng, Xinhui Pan, Wei Zhang, Xiaoyu Li et al.
Tetrahedron
Synthesis of heterocyclic compounds
article

Synthesis of 3-benzoylisoxazolines by copper(Ⅰ) bromide-catalyzed 1,3-dipolar cycloaddition of nitroketones with dipolarophiles

Xiling Deng, Xinhui Pan, Wei Zhang, Xiaoyu Li, Zhiyun Zhao, Jia Lv, Xingwang Zhao, Pinghua Sun, Y.X. Chen
article en

Abstract

An efficient copper(Ⅰ) bromide catalyzed 1,3-dipolar cycloaddition reaction of different α-nitroketones with dipolarophiles has been investigated. These reactions afford the corresponding 3-benzoylisoxazolines in moderate to high yields (up to 99.9 %) under mild conditions. This method provides an economical and simple route to construction of isoxazole or isoxazoline ring. • The first application of cuprous bromide to construct isoxazoline ring. • The reaction substrate range is wide. • These reactions afford the corresponding 3-benzoylisoxazolines in moderate to high yields (up to 99.9 %) under mild conditions. • Reaction applications can achieve gram-scale conversion.

TetrahedronVol. 192
Shihezi University (CN), Ministry of Education (TH)
Openalex Percentile: Top 70%
Synthesis of heterocyclic compounds
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