O-ethyl (1-oxo-2,2a,7,7a-tetrahydrocyclobuta[a]inden-2-yl)sulfanylmethanethioate | 627900-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: O-ethyl (1-oxo-2,2a,7,7a-tetrahydrocyclobuta[a]inden-2-yl)sulfanylmethanethioate
• CAS: 627900-42-9
• 化学式: C₁₄H₁₄O₂S₂
• 分子量: 278.396
• InChiKey: HQHBHDOSYRJJII-UHFFFAOYSA-N

物化性质

• 沸点：
  444.8±45.0 °C(predicted)
• 密度：
  1.34±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  83.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(diethoxyphosphoryl)hex-5-enoate 、 O-ethyl (1-oxo-2,2a,7,7a-tetrahydrocyclobuta[a]inden-2-yl)sulfanylmethanethioate 在 过氧化双月桂酰 作用下， 以 1,2-二氯乙烷 为溶剂， 以68%的产率得到2-(Diethoxy-phosphoryl)-5-ethoxythiocarbonylsulfanyl-6-(1-oxo-2,2a,7,7a-tetrahydro-1H-cyclobuta[a]inden-2-yl)-hexanoic acid ethyl ester
  参考文献：
  名称：

  Intermolecular additions of cyclobutanone derived radicals. A convergent, highly efficient access to polycyclic cyclobutane containing structures

  摘要：

  alpha-Xanthyl cyclobutanones undergo intermolecular radical additions to olefins bearing various functional groups. Adducts containing a phosphonate can be made to cyclise by an internal Wittig Horner-Emmons reaction to give cyclohexene and cycloheptene rings fused to the cyclobutane. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.042
• 作为产物：
  描述：

  potassium ethyl xanthogenate 、 2-Bromo-2,2a,7,7a-tetrahydro-cyclobuta[a]inden-1-one 以 丙酮 为溶剂， 生成 O-ethyl (1-oxo-2,2a,7,7a-tetrahydrocyclobuta[a]inden-2-yl)sulfanylmethanethioate
  参考文献：
  名称：

  Intermolecular additions of cyclobutanone derived radicals. A convergent, highly efficient access to polycyclic cyclobutane containing structures

  摘要：

  alpha-Xanthyl cyclobutanones undergo intermolecular radical additions to olefins bearing various functional groups. Adducts containing a phosphonate can be made to cyclise by an internal Wittig Horner-Emmons reaction to give cyclohexene and cycloheptene rings fused to the cyclobutane. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.042

文献信息

• Intermolecular additions of cyclobutanone derived radicals. A convergent, highly efficient access to polycyclic cyclobutane containing structures
  作者：Grégori Binot、Samir Z. Zard

  DOI：10.1016/j.tetlet.2003.09.042

  日期：2003.10

  alpha-Xanthyl cyclobutanones undergo intermolecular radical additions to olefins bearing various functional groups. Adducts containing a phosphonate can be made to cyclise by an internal Wittig Horner-Emmons reaction to give cyclohexene and cycloheptene rings fused to the cyclobutane. (C) 2003 Elsevier Ltd. All rights reserved.