Mechanochemical Synthesis of β‐Sulfenylated Ketones and Esters

For the first time, ball milling has been employed in the solvent-free synthesis of sulfur-functionalized materials from thiols and α,β-unsaturated ketones and esters, using potassium carbonate as a transition metal-free catalyst. This environmentally friendly protocol makes use of easily accessible reagents to prepare thirty β-sulfenylated carbonyl compounds with yields exceeding 91 % under ambient air and solvent-free conditions. Additionally, this innovative synthetic strategy enables the modification of chalcones, compounds with significant medicinal and synthetic potential. The reactions are efficient and easily scalable to gram quantities, offering substantial benefits for practical applications.

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Publication Details

Journal
ChemSusChem
Published
2024-10-08
DOI
https://doi.org/10.1002/cssc.202401591
Citations
6
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.50
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article

Mechanochemical Synthesis of β‐Sulfenylated Ketones and Esters

Patrycja Żak, Dawid Frąckowiak, Kamil Hanek, Agata Duch
6 citations
ChemSusChem
Sulfur-Based Synthesis Techniques
1.50
article

Mechanochemical Synthesis of β‐Sulfenylated Ketones and Esters

Patrycja Żak, Dawid Frąckowiak, Kamil Hanek, Agata Duch
article en
6 citations

Abstract

For the first time, ball milling has been employed in the solvent-free synthesis of sulfur-functionalized materials from thiols and α,β-unsaturated ketones and esters, using potassium carbonate as a transition metal-free catalyst. This environmentally friendly protocol makes use of easily accessible reagents to prepare thirty β-sulfenylated carbonyl compounds with yields exceeding 91 % under ambient air and solvent-free conditions. Additionally, this innovative synthetic strategy enables the modification of chalcones, compounds with significant medicinal and synthetic potential. The reactions are efficient and easily scalable to gram quantities, offering substantial benefits for practical applications.

ChemSusChemVol. 18(4)
Adam Mickiewicz University in Poznań (PL)
Responsible consumption and production
Openalex Percentile: Top 19%
Sulfur-Based Synthesis Techniques
1.50
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