| 1415728-77-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1415728-77-6
• 化学式: C₁₄H₁₆N₂O₄
• 分子量: 276.292
• InChiKey: LQZUULBGPHDXDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  93.23
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 、 氰乙酸乙酯 在 3-aminopropyl immobilised on mesoporous silica MCM-41 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  介孔二氧化硅上的有机胺接枝作为杂化三组分一锅法反应的杂化催化剂

  摘要：

  有机-无机杂化催化剂是通过将3-甲基氨基丙基部分固定在介孔二氧化硅MCM-41上制备的，并用于三组分一锅法反应的固体基础催化剂，即醛与活性亚甲基化合物的Knoevenagel缩合反应得到电子不足的烯烃，其易于通过迈克尔加成与硝基甲烷反应形成三取代的伯硝基化合物。通过粉末XRD，TG-DTA，FT-IR，氮吸附-脱附测量和固态交叉极化幻角旋转（CP / MAS）NMR表征该催化剂，并在三组分一锅法中表现出高催化活性。反应; 但是，可重用性较差。

  DOI：

  10.1016/j.apcata.2012.08.009

文献信息

• Fe3O4@L-arginine and Fe3O4@L-histidine nanoparticles for one-pot solvent-free sequential Knoevenagel–Michael addition reactions
  作者：Bindi Sanghavi、Hemant P. Soni

  DOI：10.1007/s11164-023-05017-3

  日期：2023.9

  Fe3O4@L-Histidine nanoparticles (NPs) are synthesized and explored as catalysts for the sequential Knoevenagel condensation and Michael addition reactions (KMS). The reaction parameters like the amount of catalyst, temperature, and solvent systems are optimized for both of the catalysts for the Knoevenagel condensation reaction. It was observed that the developed catalyst systems work well under solvent-free conditions

  合成了Fe 3 O 4 @L-精氨酸和 Fe 3 O 4 @L-组氨酸纳米颗粒 (NP)，并将其作为连续 Knoevenagel 缩合和迈克尔加成反应 (KMS) 的催化剂进行了探索。催化剂用量、温度和溶剂系统等反应参数针对 Knoevenagel 缩合反应的两种催化剂进行了优化。据观察，所开发的催化剂体系在 80 °C 的无溶剂条件下运行良好。相应的 Knoevenagel 加合物（高达 97%）实现了优异到高产率，反过来，Michael 产品实现了良好的产率（高达 70%）。令人惊讶的是，Fe 3 O 4@L-Hist NPs 没有显示出任何连续迈克尔添加的催化活性。已经讨论了用于 KMS 的Fe 3 O 4 @L-Arg NPs高活性的可能原因。催化剂也被回收并重复使用 5 个循环，在活性和选择性方面具有相同的性能。连续 Knoevenagel 缩合和迈克尔加成反应的优化方案可以在节
• Tris-ureas as versatile and highly efficient organocatalysts for Michael addition reactions of nitro-olefins: Mechanistic insight from in-situ diagnostics
  作者：Milan Bera、Tamal Kanti Ghosh、Bidyut Akhuli、Pradyut Ghosh

  DOI：10.1016/j.molcata.2015.01.004

  日期：2015.11

  Tris(2-aminoethyl)-amine, TREN based tris-ureas (1a-1d) and tris-thiourea (1e) have been explored towards a wide range of catalytic Michael addition reactions. These tris-ureas, 1a-1d efficiently catalyze the addition reaction of beta-nitro styrenes (2a-2d) with various nucleophiles such as beta-ketoesters (3a-3c), 1,3-dicarbonyl compound (3d), a cyanoester (3e) and a nitroester (3f) under ambient conditions to produce corresponding nitro alkanes in high yields. Pentafluorophenyl attached tris-urea, 1d is found to be the most effective catalyst in the series that yields 78-98% products conversion. In case of the reaction between beta-nitro styrenes and malononitrile (3g) in presence of 1d, 2-amino-5-nitro-4,6-diphenylcyclohex-1-ene-1,3,3-tricarbonitriles are also isolated as a minor product along with the corresponding Michael adduct. The added advantage of bridge-head nitrogen center in tris-urea organocatalysts, 1a-1d has been established by studying analogous benzene platform based tris-ureas (1f, 1g, 1h) in similar experimental conditions. Furthermore, a plausible reaction mechanism has also been established based on in-situ H-1 NMR kinetic studies. (C) 2015 Elsevier B.V. All rights reserved.