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一锅法利用 1,3-二甲基咪唑氟化物作为可回收的无金属催化剂从环氧化物和烯酮硅基缩醛绿色区域选择性合成 γ-内酯。

One-Pot Green Regioselesctive Synthesis of γ-Lactones from Epoxides and Ketene Silyl Acetals Using 1,3-Dimethylimidazolium Fluoride as a Recoverable Metal-Free Catalyst.

机构信息

Department of Gas and Petroleum, Yasouj University, Gachsaran 75918-74831, Iran.

Marine Pharmaceutical Science Research Center, Ahvaz JundiShapur University of Medical Sciences, Ahvaz 14536-33143, Iran.

出版信息

Molecules. 2017 Aug 28;22(9):1385. doi: 10.3390/molecules22091385.

Abstract

In a straightforward and fast protocol, a mixture of 1,3-dimethylimidazolium fluoride ([DMIM]F) and 1-butylimidazolium tetrafluoroborate ([Hbim]BF₄) efficiently catalyzed the reaction of epoxides with ketene silyl acetals (KSA) to give various γ-lactones under metal-free conditions. Diverse kinds of the desired γ-lactones were directly prepared with high regioselectivities and yields in a simple one-pot procedure using [DMIM]F as Si-O bond activator and [Hbim]BF₄ as solvent and acidic ionic liquid catalyst. The ionic liquid mixture was recovered and reused three times and no loss in its activity was observed.

摘要

在一个简单快速的方案中,1,3-二甲基咪唑氟化物([DMIM]F)和 1-丁基咪唑四氟硼酸盐([Hbim]BF₄)的混合物能够有效地催化环氧化物与烯酮硅缩醛(KSA)的反应,在无金属条件下生成各种γ-内酯。通过简单的一锅法,使用[DMIM]F 作为 Si-O 键活化剂,[Hbim]BF₄ 作为溶剂和酸性离子液体催化剂,多种所需的γ-内酯可直接以高区域选择性和收率制备。离子液体混合物可回收并重复使用三次,其活性没有损失。

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