DABCO-catalyzed Knoevenagel condensation of aldehydes with ethyl cyanoacetate using hydroxy ionic liquid as a promoter†,RSC Advances

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DABCO-catalyzed Knoevenagel condensation of aldehydes with ethyl cyanoacetate using hydroxy ionic liquid as a promoter†
RSC Advances ( IF 3.9 ) Pub Date : 2018-08-28 00:00:00 , DOI: 10.1039/c8ra06506c
Dan Meng ₁ , Yongsheng Qiao ₂ , Xin Wang ₂ , Wei Wen ₂ , Sanhu Zhao _{1,

2}

Affiliation

N-(2-Hydroxy-ethyl)-pyridinium chloride ([HyEtPy]Cl) was synthesized and explored as a novel promoter for 1,4-diazabicyclo [2.2.2] octane (DABCO)-catalyzed Knoevenagel condensation reactions, which showed better catalytic activity compared to other ionic liquid (IL) that had no hydroxyl group attached to the IL scaffold. The effect of hydrogen bond formation between the hydroxyl group of [HyEtPy]Cl and the carbonyl group of aldehyde played an important role in the Knoevenagel condensation reaction. In the [HyEtPy]Cl–H₂O–DABCO composite system, Knoevenagel condensation reactions proceeded smoothly and cleanly, and the corresponding Knoevenagel condensation products were obtained in good to excellent yields in all cases examined. This protocol provides a versatile solvent–catalyst system, which has notable advantages such as being eco-friendly, ease of work-up and convenient reuse of the ionic liquid.

中文翻译：

使用羟基离子液体作为促进剂，DABCO 催化醛与氰基乙酸乙酯的 Knoevenagel 缩合†

合成并探索了N -(2-Hydroxy-ethyl)-pyridinium chloride ([HyEtPy]Cl) 作为 1,4-二氮杂双环 [2.2.2] 辛烷 (DABCO) 催化的 Knoevenagel 缩合反应的新型促进剂。与没有羟基连接到 IL 支架上的其他离子液体 (IL) 相比的催化活性。[HyEtPy]Cl的羟基与醛的羰基之间形成氢键的作用在Knoevenagel缩合反应中起重要作用。在 [HyEtPy]Cl–H ₂在O-DABCO复合体系中，Knoevenagel缩合反应进行得平稳、干净，在所有考察的情况下，相应的Knoevenagel缩合产物均以良好至优异的收率获得。该协议提供了一种通用的溶剂-催化剂系统，具有生态友好、易于处理和离子液体方便重复使用等显着优势。

更新日期：2018-08-28

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