3-hydroxy-3-((6-methylpyridin-2-yl)methyl)-5-nitroindolin-2-one | 1384978-75-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-hydroxy-3-((6-methylpyridin-2-yl)methyl)-5-nitroindolin-2-one
• 英文别名: 3-hydroxy-3-[(6-methylpyridin-2-yl)methyl]-5-nitro-1H-indol-2-one
• CAS: 1384978-75-9
• 化学式: C₁₅H₁₃N₃O₄
• 分子量: 299.286
• InChiKey: RGPLZOIDGIFDJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-二甲基吡啶 、 5-硝基靛红 以 水 为溶剂， 反应 0.17h， 以60%的产率得到3-hydroxy-3-((6-methylpyridin-2-yl)methyl)-5-nitroindolin-2-one
  参考文献：
  名称：

  通过在甲基吡啶中sp 3 C–H键的官能化，无微波辅助的氮杂芳烃取代的3-羟基-2-氧吲哚的无催化剂合成

  摘要：

  通过在含水介质中微波辐射下2-甲基吡啶与靛红的反应，描述了在无催化剂条件下高效合成氮杂芳烃取代的3-羟基-2-氧吲哚的方法。简单的反应条件，高产率的产物和环境友好的培养基是本方案的吸引人的特征。

  DOI：

  10.1016/j.tetlet.2012.05.077

文献信息

• Iron-catalyzed C(sp³)–H functionalization of methyl azaarenes: a green approach to azaarene-substituted α- or β-hydroxy carboxylic derivatives and 2-alkenylazaarenes
  作者：Danwei Pi、Kun Jiang、Haifeng Zhou、Yuebo Sui、Yasuhiro Uozumi、Kun Zou

  DOI：10.1039/c4ra10939b

  日期：——

  An iron-catalyzed C(sp³)–H functionalization of methyl azaarenes with carbonyls to access the title compounds have been described.

  使用铁催化的C(sp³)-H官能团化方法，将甲基氮杂芳烃与羰基化合物反应，合成了目标化合物。

• Iodine-catalyzed efficient synthesis of azaarene substituted 3-hydroxy-2-oxindole derivatives through sp3 C–H functionalization
  作者：Srinivasu V.N. Vuppalapati、Yong Rok Lee

  DOI：10.1016/j.tet.2012.07.051

  日期：2012.9

  Iodine-catalyzed benzylic sp3 C–H bond functionalization of lutidines or picolines to isatins is described. This synthetic method provides a rapid entry towards biologically interesting 3-azaarene substituted 3-hydroxy-2-oxindole derivatives.

  本文描述了由碘催化的二甲基吡啶或甲基吡啶对靛红的苄基sp 3 C–H键官能化。这种合成方法提供了快速进入生物学上令人感兴趣的3-氮杂芳烃取代的3-羟基-2-氧吲哚衍生物的途径。
• Polyethylene glycol (PEG-400): a mild and efficient reaction medium for one-pot synthesis of 3-hydroxy-3-(pyridin-2-ylmethyl)indolin-2-ones
  作者：M. Raghu、M. Rajasekhar、B. Chandra Obula Reddy、C. Suresh Reddy、B.V. Subba Reddy

  DOI：10.1016/j.tetlet.2013.04.089

  日期：2013.7

  3-(Pyridylmethyl)-3-hydroxy-2-oxindole derivatives were synthesized in high yields under mild, and catalyst-free conditions using polyethylene glycol (PEG-400) as a solvent. The use of low cost PEG-400 makes it simple, convenient, and environmentally benign. (c) 2013 Elsevier Ltd. All rights reserved.
• Enhanced catalytic performance of magnetic Fe3O4–MnO2 nanocomposites for the decolorization of rhodamine B, reduction of 4-nitroaniline, and sp3 C–H functionalization of 2-methylpyridines to isatins
  作者：Kanchan Mishra、Tej Narayan Poudel、Nagaraj Basavegowda、Yong Rok Lee

  DOI：10.1016/j.jcat.2016.09.020

  日期：2016.12

  A novel biosynthesized nanocatalyst, iron oxide-loaded manganese dioxide nanocomposites (Fe3O4-MnO2 NCs), was fabricated with the aid of a Perilla frutescens leaf extract. The MnO2 is composed of numerous nanoflakes radiating from the center, which results to a flowerlike structure. A change in the flowerlike morphology of MnO2 in Fe3O4-MnO2 NCs was observed due to the distribution of Fe3O4 nanoparticles on the surface of MnO2. To check the catalytic performance of the synthesized NCs, they were utilized as a catalyst for the decolorization of rhodamine B (RhB), reduction of 4-nitroaniline (4-NA), and spa C-H functionalization of 2-methylpyridines to isatins for the-synthesis of azaarene-substituted 3-hydroxy-2-oxindole derivatives. The Fe3O4-loaded MnO2 exhibited enhanced catalytic ability over MnO2. Moreover, the nanocomposites could be recovered by a magnetic separation technique and reused for five consecutive reactions without significant loss of catalytic ability. (C) 2016 Elsevier Inc. All rights reserved.