含有杂环的光学活性螺环羟吲哚衍生物因其多种多样的生物活性而备受关注。靛红衍生物的不对称Michael/环化串联反应是构建手性螺环羟吲哚化合物的重要方法。本文将11种有机催化剂用于靛红、4-羟基香豆素与丙二腈的不对称Michael加成/环...含有杂环的光学活性螺环羟吲哚衍生物因其多种多样的生物活性而备受关注。靛红衍生物的不对称Michael/环化串联反应是构建手性螺环羟吲哚化合物的重要方法。本文将11种有机催化剂用于靛红、4-羟基香豆素与丙二腈的不对称Michael加成/环化串联反应。筛选出最佳的催化剂体系为:10 mol%金鸡纳碱衍生物催化剂1f,二氯甲烷(1 m L)为溶剂,室温反应。将最佳条件用于不同取代靛红的反应,以80~88%的产率和最高达96%的对映选择性获得了螺[羟吲哚-3,4′-吡喃色烯]化合物。本研究拓宽了该反应的催化剂类型和底物范围。展开更多
A novel aliphatic sulfonie acid ion exchange resin was prepared from ethylenediamined polystyrene(PS-acyl-EDA),2-acrylamido-2-methylproanesulfonic acid(AMPS)by Michael reaction.This kind of resin has a longer chain th...A novel aliphatic sulfonie acid ion exchange resin was prepared from ethylenediamined polystyrene(PS-acyl-EDA),2-acrylamido-2-methylproanesulfonic acid(AMPS)by Michael reaction.This kind of resin has a longer chain than conventional sulphonic polystyrene resin,that is,the former is easier to react with other compound.The effect of the reaction time,reaction temperature,catalyst amount,reagent amount and the charge ration on reaction result were discussed.Under the optimum condition,the maximum loading of the sulfonie acid ion exchange resin could be up to 1.15 mmol·g-1 resin.The product was characterized with FT-IR.The filling material of chromatographic column could be prepared by this method.展开更多
Different Michael addition reactions catalyzed by solid base K2O/γ-Al2O3 and KF/γ-Al2O3,MgO/γ-Al2O3 prepared by microwave irradiation method were reported in this paper.For the K2O/γ-Al2O3,not only good yield was ...Different Michael addition reactions catalyzed by solid base K2O/γ-Al2O3 and KF/γ-Al2O3,MgO/γ-Al2O3 prepared by microwave irradiation method were reported in this paper.For the K2O/γ-Al2O3,not only good yield was attained but also made the reaction of Acetonitrile that usually is regarded as inactive carbonion and α,β-unsaturated compound to carry out.The yield of Michael reaction of Ethyl acetoacetate and Crotonaldehyde catalyzed by KF/γ-Al2O3,MgO/γ-Al2O3,MgO/NaY all could reach to 80% and the latter could reach to 90%.At the same time,the catalysts of different content（the ratio of load）of MgO were also applied in this reaction,and it was found that the best content of MgO was 20%～25%.展开更多
In this paper, we report the tandem Michael addition-elimination reactions of chiral 5-alkoxy-3,4-dihalo-2（5H）-furanones with DMF by the catalyst of metal sodium. The optically pure 5-（S）-alkoxy-4-N,N-dimethyl-3-h...In this paper, we report the tandem Michael addition-elimination reactions of chiral 5-alkoxy-3,4-dihalo-2（5H）-furanones with DMF by the catalyst of metal sodium. The optically pure 5-（S）-alkoxy-4-N,N-dimethyl-3-halo-2（5H）-furanones 6a6d were identified on the basis of their analytical data, such as [α]20D , UV, IR, 1H NMR, 13C NMR, MS and elemental analysis.展开更多
文摘含有杂环的光学活性螺环羟吲哚衍生物因其多种多样的生物活性而备受关注。靛红衍生物的不对称Michael/环化串联反应是构建手性螺环羟吲哚化合物的重要方法。本文将11种有机催化剂用于靛红、4-羟基香豆素与丙二腈的不对称Michael加成/环化串联反应。筛选出最佳的催化剂体系为:10 mol%金鸡纳碱衍生物催化剂1f,二氯甲烷(1 m L)为溶剂,室温反应。将最佳条件用于不同取代靛红的反应,以80~88%的产率和最高达96%的对映选择性获得了螺[羟吲哚-3,4′-吡喃色烯]化合物。本研究拓宽了该反应的催化剂类型和底物范围。
文摘A novel aliphatic sulfonie acid ion exchange resin was prepared from ethylenediamined polystyrene(PS-acyl-EDA),2-acrylamido-2-methylproanesulfonic acid(AMPS)by Michael reaction.This kind of resin has a longer chain than conventional sulphonic polystyrene resin,that is,the former is easier to react with other compound.The effect of the reaction time,reaction temperature,catalyst amount,reagent amount and the charge ration on reaction result were discussed.Under the optimum condition,the maximum loading of the sulfonie acid ion exchange resin could be up to 1.15 mmol·g-1 resin.The product was characterized with FT-IR.The filling material of chromatographic column could be prepared by this method.
文摘Different Michael addition reactions catalyzed by solid base K2O/γ-Al2O3 and KF/γ-Al2O3,MgO/γ-Al2O3 prepared by microwave irradiation method were reported in this paper.For the K2O/γ-Al2O3,not only good yield was attained but also made the reaction of Acetonitrile that usually is regarded as inactive carbonion and α,β-unsaturated compound to carry out.The yield of Michael reaction of Ethyl acetoacetate and Crotonaldehyde catalyzed by KF/γ-Al2O3,MgO/γ-Al2O3,MgO/NaY all could reach to 80% and the latter could reach to 90%.At the same time,the catalysts of different content（the ratio of load）of MgO were also applied in this reaction,and it was found that the best content of MgO was 20%～25%.
文摘In this paper, we report the tandem Michael addition-elimination reactions of chiral 5-alkoxy-3,4-dihalo-2（5H）-furanones with DMF by the catalyst of metal sodium. The optically pure 5-（S）-alkoxy-4-N,N-dimethyl-3-halo-2（5H）-furanones 6a6d were identified on the basis of their analytical data, such as [α]20D , UV, IR, 1H NMR, 13C NMR, MS and elemental analysis.
