5-methoxy-3-(1-nitroheptan-2-yl)-1H-indole | 1332882-68-4

• 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: 5-methoxy-3-(1-nitroheptan-2-yl)-1H-indole
• CAS: 1332882-68-4
• 化学式: C₁₆H₂₂N₂O₃
• 分子量: 290.362
• InChiKey: HJZGJKGZYQEELJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  21.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  5-甲氧基吲哚 、 1-庚烯,1-硝基-,(1E)- 在 N,N'-bis(3,5-bis(trifluoromethyl)benzyl)-2-nitroethene-1,1-diamine 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以58%的产率得到5-methoxy-3-(1-nitroheptan-2-yl)-1H-indole
  参考文献：
  名称：

  1,1-Diamino-2-nitroethylenes as excellent hydrogen bond donor organocatalysts in the Michael addition of carbon-based nucleophiles to β-nitrostyrenes

  摘要：

  A new class of hydrogen bond donor catalysts based on the 1,1-diamino-2-nitreethylene scaffold has been introduced for the activation of trans-beta-nitrostyrenes toward reactions with a range of carbon-based nucleophiles, affording the corresponding adducts in excellent yields. Importantly, this new set of organocatalysts is easily prepared from commercially available starting materials in mild reaction conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.040

文献信息

• Silanediols: A New Class of Hydrogen Bond Donor Catalysts
  作者：Andrew G. Schafer、Joshua M. Wieting、Anita E. Mattson

  DOI：10.1021/ol2021115

  日期：2011.10.7

  Silanediols are introduced as a new class of hydrogen bond donor catalysts for the activation of nitroalkenes toward nucleophilic attack. Excellent yields of product are obtained for the conjugate addition of indole to β-nitrostyrene catalyzed with a stable, storable dinaphthyl-derived silanediol. The preparation and structural characterization of a C2-symmetric chiral silanediol is also reported along

  引入硅烷二醇作为一类新的氢键供体催化剂，用于使硝基烯烃向亲核进攻的活化。通过用稳定的，可储存的二萘基衍生的硅烷二醇催化将吲哚共轭加到β-硝基苯乙烯中，可获得优异的产物收率。还报道了C 2对称手性硅烷二醇的制备和结构表征以及其催化共轭加成反应的能力。