Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents
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 mixtur...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2025-06-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.21.97 |
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| author | Julius Krenzer Thomas J. J. Müller |
| author_facet | Julius Krenzer Thomas J. J. Müller |
| author_sort | Julius Krenzer |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-3fd3ea62672b4df6b8fddda68a078a21 |
| institution | Kabale University |
| issn | 1860-5397 |
| language | English |
| publishDate | 2025-06-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj-art-3fd3ea62672b4df6b8fddda68a078a212025-08-20T03:51:24ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972025-06-012111201120610.3762/bjoc.21.971860-5397-21-97Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolventsJulius Krenzer0Thomas J. J. Müller1Heinrich-Heine-Universität Düsseldorf, Institut für Organische Chemie und Makromolekulare Chemie, Universitätsstraße 1, D-40225 Düsseldorf, Germany Heinrich-Heine-Universität Düsseldorf, Institut für Organische Chemie und Makromolekulare Chemie, Universitätsstraße 1, D-40225 Düsseldorf, Germany 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.https://doi.org/10.3762/bjoc.21.97aroyl chloridesaroyl-s,n-ketene acetalscondensationeinhorn-type acylation2-methyl n-benzyl benzothiazolium salts |
| spellingShingle | Julius Krenzer Thomas J. J. Müller Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents Beilstein Journal of Organic Chemistry aroyl chlorides aroyl-s,n-ketene acetals condensation einhorn-type acylation 2-methyl n-benzyl benzothiazolium salts |
| title | Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents |
| title_full | Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents |
| title_fullStr | Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents |
| title_full_unstemmed | Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents |
| title_short | Optimized synthesis of aroyl-S,N-ketene acetals by omission of solubilizing alcohol cosolvents |
| title_sort | optimized synthesis of aroyl s n ketene acetals by omission of solubilizing alcohol cosolvents |
| topic | aroyl chlorides aroyl-s,n-ketene acetals condensation einhorn-type acylation 2-methyl n-benzyl benzothiazolium salts |
| url | https://doi.org/10.3762/bjoc.21.97 |
| work_keys_str_mv | AT juliuskrenzer optimizedsynthesisofaroylsnketeneacetalsbyomissionofsolubilizingalcoholcosolvents AT thomasjjmuller optimizedsynthesisofaroylsnketeneacetalsbyomissionofsolubilizingalcoholcosolvents |