N-cinnamyl-2-methylindole | 1276097-85-8

• 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: N-cinnamyl-2-methylindole
• 英文别名: 2-Methyl-1-(3-phenylprop-2-enyl)indole；2-methyl-1-(3-phenylprop-2-enyl)indole
• CAS: 1276097-85-8
• 化学式: C₁₈H₁₇N
• 分子量: 247.34
• InChiKey: FUFUJXSICYGNIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-甲基吲哚 、 肉桂基溴 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以82%的产率得到N-cinnamyl-2-methylindole
  参考文献：
  名称：

  Regioselective N-allylation and N-cinnamylation of indoles using CuI-exchanged hierarchical nanoporous material

  摘要：

  Regioselective N-allylation and N-cinnamylation of indoles are achieved using a novel catalyst of Cu-I-exchanged hierarchically architectured nanoporous material (MMZ(Cu)(Y)(I)). The catalyst was characterized by electron microscopy and X-ray methods. Other advantages like functional tolerance, easy separation and reusability of the catalyst are also highlighted. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.catcom.2015.07.022

文献信息

• Asymmetric<i>N</i>-Allylation of Indoles Through the Iridium-Catalyzed Allylic Alkylation/Oxidation of Indolines
  作者：Wen-Bo Liu、Xiao Zhang、Li-Xin Dai、Shu-Li You

  DOI：10.1002/anie.201200649

  日期：2012.5.21

  N‐allylindoles by a one‐pot Ir‐catalyzed asymmetric allylic alkylation/oxidation reaction of indolines has been realized. The current method features high regioselectivity and enantioselectivity together with a broad range of indoles with varying electronic properties. The utility of this method was demonstrated by the synthesis of dihydropyrrolo[1,2‐a]indole derivatives.

  有两个步骤可能比一个步骤更好：通过一锅Ir催化的二氢吲哚的不对称烯丙基烷基化/氧化反应，可以有效地合成对映体富集的N-烯丙基。目前的方法具有很高的区域选择性和对映选择性，以及范围广泛的具有不同电子特性的吲哚。通过合成二氢吡咯并[1,2- a ]吲哚衍生物证明了该方法的实用性。
• Regioselective N-allylation and N-cinnamylation of indoles using CuI-exchanged hierarchical nanoporous material
  作者：S. Senthilkumar、M. Kumarraja

  DOI：10.1016/j.catcom.2015.07.022

  日期：2015.10

  Regioselective N-allylation and N-cinnamylation of indoles are achieved using a novel catalyst of Cu-I-exchanged hierarchically architectured nanoporous material (MMZ(Cu)(Y)(I)). The catalyst was characterized by electron microscopy and X-ray methods. Other advantages like functional tolerance, easy separation and reusability of the catalyst are also highlighted. (C) 2015 Elsevier B.V. All rights reserved.