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
Hauptverfasser: Jia, Yunfei, Ablajan, Keyume
Format: Artikel
Sprache:eng
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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.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202200999