Vilsmeier–Haack Complex Formation by Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@CS@POCl<sub>2–<i>x</i></sub>/DMF: An Efficient Catalyst for Conversion of Epoxides to β-Bromoformates

The in situ generation of the Vilsmeier-Haack complex was studied by combining Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@CS@POCl<sub>2-x</sub> with <i>N</i>,<i>N-</i>dimethylformamide (DMF), demonstrating remarkable efficiency and regioselectivity in transforming epoxides into β-bromoformates. The reported yields were notably high and were achieved under mild reaction conditions. Interestingly, the removal of DMF led to the synthesis of <i>vic</i>-dihalide compounds. The product of this transformation depended on the specific details of how the experiment was done, highlighting how sensitive the process is to different ways of conducting the experiment. The use of a magnetic core-shell catalyst, Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@CS@POCl<sub>2-x</sub>, facilitates a straightforward work-up procedure, simplifying the isolation of the desired products. Furthermore, the reactions were conducted under clean and neutral conditions, contributing to their environmentally friendly nature.

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Publication Details

Journal
TURKISH JOURNAL OF CHEMISTRY
Published
2025-04-22
DOI
https://doi.org/10.55730/1300-0527.3717
Primary Topic
Chemical Synthesis and Reactions
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article
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article

Vilsmeier–Haack Complex Formation by Fe3O4@SiO2@CS@POCl2–x/DMF: An Efficient Catalyst for Conversion of Epoxides to β-Bromoformates

Farzaneh Ebrahimzadeh
TURKISH JOURNAL OF CHEMISTRY
Chemical Synthesis and Reactions
article

Vilsmeier–Haack Complex Formation by Fe3O4@SiO2@CS@POCl2–x/DMF: An Efficient Catalyst for Conversion of Epoxides to β-Bromoformates

Farzaneh Ebrahimzadeh
article en

Abstract

The in situ generation of the Vilsmeier-Haack complex was studied by combining Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@CS@POCl<sub>2-x</sub> with <i>N</i>,<i>N-</i>dimethylformamide (DMF), demonstrating remarkable efficiency and regioselectivity in transforming epoxides into β-bromoformates. The reported yields were notably high and were achieved under mild reaction conditions. Interestingly, the removal of DMF led to the synthesis of <i>vic</i>-dihalide compounds. The product of this transformation depended on the specific details of how the experiment was done, highlighting how sensitive the process is to different ways of conducting the experiment. The use of a magnetic core-shell catalyst, Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>@CS@POCl<sub>2-x</sub>, facilitates a straightforward work-up procedure, simplifying the isolation of the desired products. Furthermore, the reactions were conducted under clean and neutral conditions, contributing to their environmentally friendly nature.

TURKISH JOURNAL OF CHEMISTRYVol. 49(2)
Islamic Azad University, Marvdasht (IR)
Openalex Percentile: Top 93%
Chemical Synthesis and Reactions
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Vilsmeier–Haack Complex Formation by Fe&lt;sub&gt;3&lt;/sub&gt;O&lt;sub&gt;4&lt;/sub&gt;@SiO&lt;sub&gt;2&lt;/sub&gt;@CS@POCl&lt;sub&gt;2–&lt;i&gt;x&lt;/i&gt;&lt;/sub&gt;/DMF: An Efficient Catalyst for Conversion of Epoxides to β-Bromoformates — Farzaneh Ebrahimzadeh · TURKISH JOURNAL OF CHEMISTRY (2025) | TGRS Research Map | TGRS