Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents
Julius Krenzer, Thomas J J Müller
TL;DR
A new, efficient method for making aroyl-S,N-ketene acetals at room temperature without needing extra solvents.
Contribution
The paper introduces a simplified and improved synthesis protocol for aroyl-S,N-ketene acetals under milder conditions.
Findings
The synthesis achieves 20–99% yields at room temperature in short reaction times.
The method avoids the need for solubilizing alcohol cosolvents and elevated temperatures.
Abstract
Aroyl-S,N-ketene acetals are obtained by condensation of aroyl chlorides and 2-methyl-N-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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Taxonomy
TopicsOrganic Chemistry Cycloaddition Reactions