N‐Chlorosuccinimide‐Promoted One‐Pot Synthesis of Substituted 4,5‐Dihydroisoxazole‐5‐methanols in Aqueous Medium
Herein, a catalyst‐free method for synthesizing 4,5‐dihydroisoxazole‐5‐methanols is proposed, whereby isoxazolines are constructed through the NCS‐mediated 1,3‐dipolar cycloaddition reaction of aldoximes and allyl alcohol in the presence of K2CO3 at room temperature via a one‐pot route. The reaction...
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Veröffentlicht in: | Advanced synthesis & catalysis 2023-01, Vol.365 (2), p.244-251 |
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Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | Herein, a catalyst‐free method for synthesizing 4,5‐dihydroisoxazole‐5‐methanols is proposed, whereby isoxazolines are constructed through the NCS‐mediated 1,3‐dipolar cycloaddition reaction of aldoximes and allyl alcohol in the presence of K2CO3 at room temperature via a one‐pot route. The reaction was achieved in water medium to introduce a low‐cost direct protocol for synthesizing isoxazolines. This method offers advantages including the use of an oxidant‐free and transition metal‐free approach, broad scope of allyl alcohol and aldoxime substrates, room‐temperature reaction, good to higher yields (42–92%), and involvement of a gram‐scale synthesis. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.202200999 |