Optimized synthesis of aroyl-<i>S,N</i>-ketene acetals by omission of solubilizing alcohol cosolvents.

Aroyl-<i>S</i>,<i>N</i>-ketene acetals are obtained by condensation of aroyl chlorides and 2-methyl-<i>N</i>-benzylbenzothiazolium salts in 1,4-dioxane at room temperature in short reaction time in 20-99% yield. This protocol represents a considerable improvement over the standard synthesis in 1,4-dioxane/ethanol mixtures at elevated temperatures.

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Journal
PubMed
Published
2025-01-01
DOI
https://doi.org/10.3762/bjoc.21.97
Primary Topic
Organic Chemistry Cycloaddition Reactions
Type
article
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article

Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents.

Julius Krenzer, Thomas J. J. Müller
PubMed
Organic Chemistry Cycloaddition Reactions
article

Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents.

Julius Krenzer, Thomas J. J. Müller
article en

Abstract

Aroyl-<i>S</i>,<i>N</i>-ketene acetals are obtained by condensation of aroyl chlorides and 2-methyl-<i>N</i>-benzylbenzothiazolium salts in 1,4-dioxane at room temperature in short reaction time in 20-99% yield. This protocol represents a considerable improvement over the standard synthesis in 1,4-dioxane/ethanol mixtures at elevated temperatures.

PubMedVol. 21
Heinrich Heine University Düsseldorf (DE)
Openalex Percentile: Top 88%
Organic Chemistry Cycloaddition Reactions
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Optimized synthesis of aroyl-<i>S,N</i>-ketene acetals by omission of solubilizing alcohol cosolvents. — Julius Krenzer, Thomas J. J. Müller · PubMed (2025) | TGRS Research Map | TGRS