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[Bmim]Br 促进的一锅法三组分级联反应协议,用于构建螺环吲哚-吡咯烷杂环类混合物。

[Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole-Pyrrolidine Heterocyclic Hybrids.

机构信息

Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.

Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Samsun 55139, Turkey.

出版信息

Molecules. 2020 Oct 18;25(20):4779. doi: 10.3390/molecules25204779.

Abstract

Our synthetic approach for the assembly of structurally complex spirooxindole heterocyclic hybrids was based on an ionic liquid, [bmim]Br mediated one-pot three-component cascade reaction strategy involving 1,3-dipolar cycloaddition reaction of -1-(2-pyridinylmethyl)-3,5-bis[()-arylmethylidene]tetrahydro-4(1)-pyridinones and azomethine ylide generated in situ from isatin and L-phenyl alanine, affording a series of spirooxindole-pyrrolidine heterocyclic hybrids in good-to-excellent yields. In addition to serving as the reaction medium, [bmim]Br also functioned as a catalyst in this cycloaddition reaction and hence accelerated the reaction rate affording the cycloadducts in short reaction time.

摘要

我们的结构复杂的螺环吲哚杂环杂合体的组装的合成方法基于离子液体[bmim]Br 介导的一锅三步级联反应策略,涉及 -1-(2-吡啶基甲基)-3,5-双[()-芳基亚甲基]四氢-4(1)-吡啶酮和靛红与 L-苯丙氨酸原位生成的亚甲胺叶立德的 1,3-偶极环加成反应,以良好至优异的收率得到一系列螺环吲哚-吡咯烷杂环杂合体。除了作为反应介质外,[bmim]Br 还在该环加成反应中作为催化剂起作用,从而加速反应速率,在短反应时间内得到环加成产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8591/7587566/8cd5869068e1/molecules-25-04779-sch001.jpg

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