2-amino-4a,5,6,7-tetrahydro-4-(2,3-dimethoxyphenyl)naphthalene-1,3,3(4H)-tricarbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-4a,5,6,7-tetrahydro-4-(2,3-dimethoxyphenyl)naphthalene-1,3,3(4H)-tricarbonitrile
• 英文别名: 2-amino-4-(2,3-dimethoxyphenyl)-4a,5,6,7-tetrahydro-4H-naphthalene-1,3,3-tricarbonitrile
• 化学式: C₂₁H₂₀N₄O₂
• 分子量: 360.415
• InChiKey: MHHHZWBNMRAUPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  环己酮 、 丙二腈 、 2,3-二甲氧基苯甲醛 在 1-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)imidazolium bromide 作用下， 反应 5.0h， 以86%的产率得到2-amino-4a,5,6,7-tetrahydro-4-(2,3-dimethoxyphenyl)naphthalene-1,3,3(4H)-tricarbonitrile
  参考文献：
  名称：

  Noncovalent catalysis of glucose-containing imidazolium salt in solvent-free one-pot synthesis of Ortho-aminocarbonitriles

  摘要：

  A glucose-containing imidazolium salt beta-1-imidazole-2,3,4,6-tetraacetyl-D-glucopyranosyl bromide was firstly used as efficient noncovalent organocatalyst to promote the solvent-free preparation of ortho-aminocarbonitriles via a four-component condensation of aromatic aldehyde, cyclohexanone, and 2 equiv of malononitrile at room temperature. Seven bonds were cleaved while four new bonds were formed and a six-membered ring was constructed in one-pot. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2015.06.094

文献信息

• Noncovalent catalysis of glucose-containing imidazolium salt in solvent-free one-pot synthesis of Ortho-aminocarbonitriles
  作者：Li-zhuo Zhang、Yu Wan、Xiao-xiao Zhang、Hao Cui、Huan Zou、Qiu-ju Zhou、Hui Wu

  DOI：10.1016/j.tetlet.2015.06.094

  日期：2015.8

  A glucose-containing imidazolium salt beta-1-imidazole-2,3,4,6-tetraacetyl-D-glucopyranosyl bromide was firstly used as efficient noncovalent organocatalyst to promote the solvent-free preparation of ortho-aminocarbonitriles via a four-component condensation of aromatic aldehyde, cyclohexanone, and 2 equiv of malononitrile at room temperature. Seven bonds were cleaved while four new bonds were formed and a six-membered ring was constructed in one-pot. (C) 2015 Published by Elsevier Ltd.