Base-mediated synthesis of ring-fluorinated imidazo[1,2-<i>a</i>]pyridines <i>via</i> sequential C–F substitutions

Developing innovative approaches for the synthesis of compounds that integrate imidazo[1,2-<i>a</i>]pyridines and fluoro fragments is crucial. Herein, an expedient [3 + 3] annulation method for synthesizing ring-fluorinated imidazo[1,2-<i>a</i>]pyridines <i>via</i> two consecutive C-F substitutions from readily available 1<i>C</i>,3<i>N</i>-dinucleophiles and β-CF<sub>3</sub>-1,3-enynes is presented. This protocol exhibits several appealing features, including readily available and inexpensive substrates, a broad range of functional groups, step and atom economy, and mild reaction conditions without any transition-metal catalysts.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00035a
Citations
1
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
Field-Weighted Citation Impact
0.94
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article

Base-mediated synthesis of ring-fluorinated imidazo[1,2-a]pyridines via sequential C–F substitutions

Wen‐Juan Hao, Feng Xue, Kelu Yan, Qiuyun Li et al.
1 citations
Organic & Biomolecular Chemistry
Synthesis and Reactivity of Heterocycles
0.94
article

Base-mediated synthesis of ring-fluorinated imidazo[1,2-a]pyridines via sequential C–F substitutions

Wen‐Juan Hao, Feng Xue, Kelu Yan, Qiuyun Li, Zhongfei Han, Fan Zhang, Bo Jiang, Wei David Wang, Tianyu Du, Yannan Zhu
article en
1 citations

Abstract

Developing innovative approaches for the synthesis of compounds that integrate imidazo[1,2-<i>a</i>]pyridines and fluoro fragments is crucial. Herein, an expedient [3 + 3] annulation method for synthesizing ring-fluorinated imidazo[1,2-<i>a</i>]pyridines <i>via</i> two consecutive C-F substitutions from readily available 1<i>C</i>,3<i>N</i>-dinucleophiles and β-CF<sub>3</sub>-1,3-enynes is presented. This protocol exhibits several appealing features, including readily available and inexpensive substrates, a broad range of functional groups, step and atom economy, and mild reaction conditions without any transition-metal catalysts.

Organic & Biomolecular ChemistryVol. 23(15)
Jiangsu Normal University (CN), Qufu Normal University (CN), Yancheng Institute of Technology (CN)
Openalex Percentile: Top 28%
Synthesis and Reactivity of Heterocycles
0.94
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Base-mediated synthesis of ring-fluorinated imidazo[1,2-<i>a</i>]pyridines <i>via</i> sequential C–F substitutions — Wen‐Juan Hao, Feng Xue, et al. · Organic & Biomolecular Chemistry (2025) | TGRS Research Map | TGRS