[2-(Benzylamino)cyclopenten-1-yl]-(cyclopenten-1-yl)methanone | 1259926-57-2

• 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-(Benzylamino)cyclopenten-1-yl]-(cyclopenten-1-yl)methanone
• 英文别名: [2-(benzylamino)cyclopenten-1-yl]-(cyclopenten-1-yl)methanone
• CAS: 1259926-57-2
• 化学式: C₁₈H₂₁NO
• 分子量: 267.371
• InChiKey: QVVVADNTIRQDSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  α,α'-dicyclopentenyl ketone 、 苄基叠氮 在 三氟甲磺酸 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 以57%的产率得到[2-(Benzylamino)cyclopenten-1-yl]-(cyclopenten-1-yl)methanone
  参考文献：
  名称：

  Intermolecular [3 + 3]-Cycloadditions of Azides with the Nazarov Intermediate

  摘要：

  Tetrasubstituted 1,4-dien-3-ones undergo Nazarov cyclization at low temperature, followed by reaction with organic azides via an apparent [3 + 3]-cycloaddition to give bridged bicyclic triazenes. These products do not appear to be intermediates in the previously described Schmidt-type process to furnish dihydropyridones. The reaction typically occurs with high diastereoselectivity.

  DOI：

  10.1021/ol102651k

文献信息

• Intermolecular [3 + 3]-Cycloadditions of Azides with the Nazarov Intermediate
  作者：Owen Scadeng、Michael J. Ferguson、F. G. West

  DOI：10.1021/ol102651k

  日期：2011.1.7

  Tetrasubstituted 1,4-dien-3-ones undergo Nazarov cyclization at low temperature, followed by reaction with organic azides via an apparent [3 + 3]-cycloaddition to give bridged bicyclic triazenes. These products do not appear to be intermediates in the previously described Schmidt-type process to furnish dihydropyridones. The reaction typically occurs with high diastereoselectivity.