2-amino-1',3',5-trioxo-1-(3-chlorophenyl)-1,1',3',5,6,7-hexahydrospiro[cyclopenta[b]pyridine-4,2'-indene]-3-carbonitrile | 1435330-31-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-amino-1',3',5-trioxo-1-(3-chlorophenyl)-1,1',3',5,6,7-hexahydrospiro[cyclopenta[b]pyridine-4,2'-indene]-3-carbonitrile
• 英文别名: 2-Amino-1-(3-chlorophenyl)-1',3',5-trioxospiro[6,7-dihydrocyclopenta[b]pyridine-4,2'-indene]-3-carbonitrile；2-amino-1-(3-chlorophenyl)-1',3',5-trioxospiro[6,7-dihydrocyclopenta[b]pyridine-4,2'-indene]-3-carbonitrile
• CAS: 1435330-31-6
• 化学式: C₂₃H₁₄ClN₃O₃
• 分子量: 415.835
• InChiKey: XUYHFGWXFKINFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  水合茚三酮 、 3-(3-Chloroanilino)cyclopent-2-en-1-one 、 丙二腈 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以66%的产率得到2-amino-1',3',5-trioxo-1-(3-chlorophenyl)-1,1',3',5,6,7-hexahydrospiro[cyclopenta[b]pyridine-4,2'-indene]-3-carbonitrile
  参考文献：
  名称：

  One-pot domino reactions for synthesis of heterocyclic[3.3.3]propellanes and spiro[cyclopenta[b]pyridine-4,2′-indenes]

  摘要：

  An efficient synthetic procedure for the functionalized heterocyclic[3.3.3]propellanes was successfully developed by one-pot domino reaction of ninhydrin, malononitrile with 3-arylamino-2-cyclohexenones and their 5,5-dimethyl derivatives in the presence of triethylamine in ethanol at room temperature. On the other hand the similar one-pot reaction containing 3-arylamino-2-cyclopentenones resulted in the functionalized spiro[cyclopenta[b]pyridine-4,2'-indenes] in moderate yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.048

文献信息

• One-pot domino reactions for synthesis of heterocyclic[3.3.3]propellanes and spiro[cyclopenta[b]pyridine-4,2′-indenes]
  作者：Li-Juan Zhang、Chao-Guo Yan

  DOI：10.1016/j.tet.2013.04.048

  日期：2013.6

  An efficient synthetic procedure for the functionalized heterocyclic[3.3.3]propellanes was successfully developed by one-pot domino reaction of ninhydrin, malononitrile with 3-arylamino-2-cyclohexenones and their 5,5-dimethyl derivatives in the presence of triethylamine in ethanol at room temperature. On the other hand the similar one-pot reaction containing 3-arylamino-2-cyclopentenones resulted in the functionalized spiro[cyclopenta[b]pyridine-4,2'-indenes] in moderate yields. (C) 2013 Elsevier Ltd. All rights reserved.