FeCl <sub>3</sub> ‐Catalyzed Synthesis of Ynones from Silylated Alkynes and Acetic Anhydride

The reaction of silylated alkynes with acid chlorides in the presence of Lewis acids, first described by Birkhofer in 1963, has since emerged as a valuable method for the synthesis of alkynones. Despite its broad synthetic utility, the original protocol suffers from notable drawbacks, including the use of toxic solvents, stoichiometric Lewis acids, and corrosive acylating agents. In light of growing environmental concerns, a more sustainable alternative is developed. Herein, catalytic amounts of iron(III) chloride in combination with biodegradable acetic anhydride enable the efficient synthesis of alkynones under mild conditions.

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Journal
ChemistryOpen
Published
2025-10-27
DOI
https://doi.org/10.1002/open.202500402
Citations
1
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.94

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article

FeCl 3 ‐Catalyzed Synthesis of Ynones from Silylated Alkynes and Acetic Anhydride

Daniel S. Müller, Urs Gellrich, Paul Charki
1 citations
ChemistryOpen
Catalytic Alkyne Reactions
0.94
article

FeCl 3 ‐Catalyzed Synthesis of Ynones from Silylated Alkynes and Acetic Anhydride

Daniel S. Müller, Urs Gellrich, Paul Charki
article en
1 citations

Abstract

The reaction of silylated alkynes with acid chlorides in the presence of Lewis acids, first described by Birkhofer in 1963, has since emerged as a valuable method for the synthesis of alkynones. Despite its broad synthetic utility, the original protocol suffers from notable drawbacks, including the use of toxic solvents, stoichiometric Lewis acids, and corrosive acylating agents. In light of growing environmental concerns, a more sustainable alternative is developed. Herein, catalytic amounts of iron(III) chloride in combination with biodegradable acetic anhydride enable the efficient synthesis of alkynones under mild conditions.

ChemistryOpen
University of Hohenheim (DE), Centre National de la Recherche Scientifique (FR), Institut des Sciences Chimiques de Rennes (FR), Université de Rennes (FR)
Deutsche Forschungsgemeinschaft, Agence Nationale de la Recherche, Centre National de la Recherche Scientifique
Openalex Percentile: Top 20%
Catalytic Alkyne Reactions
0.94
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