[6-(2-Chloroethyl)cyclohexen-1-yl]-(furan-2-yl)methanone | 1238587-97-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [6-(2-Chloroethyl)cyclohexen-1-yl]-(furan-2-yl)methanone
• CAS: 1238587-97-7
• 化学式: C₁₃H₁₅ClO₂
• 分子量: 238.714
• InChiKey: WPLUDUUGQBVVOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [6-(2-Chloroethyl)cyclohexen-1-yl]-(furan-2-yl)methanone 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以68%的产率得到2,3,3a,4,5,6-hexahydro-1H-indol-7-yl(furan-2-yl)methanone
  参考文献：
  名称：

  One-Pot Synthesis of Aminoenone via Direct Reaction of the Chloroalkyl Enone with NaN₃: Rapid Access to Polycyclic Alkaloids

  摘要：

  A new one-pot procedure for the preparation of aminoenone from chloroalkyl enone and sodium azide was demonstrated. The structure of the presumed triazoline intermediate in this process was confirmed by X-ray analysis for the first time. As the application of this methodology, the synthesis of polycyclic alkaloid hexahydroapoerysopine (1a) was achieved through an efficient synthetic route.

  DOI：

  10.1021/jo101226r
• 作为产物：
  描述：

  在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 [6-(2-Chloroethyl)cyclohexen-1-yl]-(furan-2-yl)methanone
  参考文献：
  名称：

  One-Pot Synthesis of Aminoenone via Direct Reaction of the Chloroalkyl Enone with NaN₃: Rapid Access to Polycyclic Alkaloids

  摘要：

  A new one-pot procedure for the preparation of aminoenone from chloroalkyl enone and sodium azide was demonstrated. The structure of the presumed triazoline intermediate in this process was confirmed by X-ray analysis for the first time. As the application of this methodology, the synthesis of polycyclic alkaloid hexahydroapoerysopine (1a) was achieved through an efficient synthetic route.

  DOI：

  10.1021/jo101226r