Масштабований синтез первинних амінів на основі реакції Петасіса
The efficient and scalable synthesis of homoallylic amines is a subject of significant interest due to the potential applications of these compounds in medicinal and synthetic chemistry. The three-component Petasis reaction is an excellent approach for obtaining these compounds. Based on previous st...
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| Datum: | 2025 |
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| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | English |
| Veröffentlicht: |
National University of Pharmacy
2025
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| Schlagworte: | |
| Online Zugang: | https://ophcj.nuph.edu.ua/article/view/324183 |
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| Назва журналу: | Journal of Organic and Pharmaceutical Chemistry |
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Journal of Organic and Pharmaceutical Chemistry| Zusammenfassung: | The efficient and scalable synthesis of homoallylic amines is a subject of significant interest due to the potential applications of these compounds in medicinal and synthetic chemistry. The three-component Petasis reaction is an excellent approach for obtaining these compounds. Based on previous studies, this work explores the α-aminoallylation of ketones and aldehydes using allylboronic acid pinacol ester. Compared to classical methods, the protocol developed reduces the excess of reagents, increasing the environmental friendliness of the process, while maintaining high yields. A wide range of substrates, including various aliphatic, cyclic, and heterocyclic ketones, was studied to identify factors affecting the reactivity. The method was also successfully applied to aldehydes, producing amine-containing building blocks on a large scale. Various work-up procedures were optimized for efficient isolation of the homoallylamines synthesized without the need for chromatographic purification. |
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