3-hydroxy-5-methyl-3-((6-methylpyridin-2-yl)methyl)indolin-2-one | 1395322-35-6

• 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-5-methyl-3-((6-methylpyridin-2-yl)methyl)indolin-2-one
• 英文别名: 3-hydroxy-5-methyl-3-[(6-methylpyridin-2-yl)methyl]-1H-indol-2-one
• CAS: 1395322-35-6
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: WGVSQBOBWLMZCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,6-二甲基吡啶 、 5-甲基靛红 在 碘 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以48%的产率得到3-hydroxy-5-methyl-3-((6-methylpyridin-2-yl)methyl)indolin-2-one
  参考文献：
  名称：

  碘催化通过sp 3 C–H官能团有效合成氮杂芳烃取代的3-羟基-2-氧吲哚衍生物

  摘要：

  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。

  DOI：

  10.1016/j.tet.2012.07.051

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。

• 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.