sodium;(Z)-2-ethoxycarbonyl-3-(N-(6-fluoro-1H-indol-3-yl)-4-methylanilino)prop-2-enoate | 1260501-50-5

• 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: sodium;(Z)-2-ethoxycarbonyl-3-(N-(6-fluoro-1H-indol-3-yl)-4-methylanilino)prop-2-enoate
• CAS: 1260501-50-5
• 化学式: C₂₁H₁₈FN₂O₄*Na
• 分子量: 404.373
• InChiKey: DPSYWUFKARDNFC-HBPAQXCTSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.05
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  85.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (Z)-1-(6-fluoro-1H-indol-3-yl)-N-(p-tolyl)methanimine oxide 、 sodium diethylmalonate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 0.08h， 以77%的产率得到sodium;(Z)-2-ethoxycarbonyl-3-(N-(6-fluoro-1H-indol-3-yl)-4-methylanilino)prop-2-enoate
  参考文献：
  名称：

  The stereoselective synthesis of highly functionalized tertiary 3-aminoindoles/anilines or dihydropyrroles from C-(3-indolyl)-N-aryl and C,N-diaryl nitrones

  摘要：

  We report on the novel properties of nitrones including their transformations via reactions with sodium malonates to give functionalized stereodefined derivatives of tertiary 3-aminoindoles or anilines, as well as fully-substituted dihydropyrroles. The outcome of the reactions is dependent mainly upon the nature of the starting C-nitrone substituent and solvent used. The formation of a new carbon nitrogen bond in the obtained amines occurs via a nucleophilic 1,2-aryl/3-indolyl shift from C to the adjacent nitrogen. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.045

文献信息

• The stereoselective synthesis of highly functionalized tertiary 3-aminoindoles/anilines or dihydropyrroles from C-(3-indolyl)-N-aryl and C,N-diaryl nitrones
  作者：V.S. Velezheva、V.N. Azev、A.G. Kornienko、A.S. Peregudov、I.A. Godovikov、Yu. L. Sebyakin

  DOI：10.1016/j.tetlet.2010.10.045

  日期：2010.12

  We report on the novel properties of nitrones including their transformations via reactions with sodium malonates to give functionalized stereodefined derivatives of tertiary 3-aminoindoles or anilines, as well as fully-substituted dihydropyrroles. The outcome of the reactions is dependent mainly upon the nature of the starting C-nitrone substituent and solvent used. The formation of a new carbon nitrogen bond in the obtained amines occurs via a nucleophilic 1,2-aryl/3-indolyl shift from C to the adjacent nitrogen. (C) 2010 Elsevier Ltd. All rights reserved.