1',7'-dihydro-5',5',7',7'-tetramethylspiro(1,3-dithiolane-2,4'-[4H]inden)-6'(5'H)-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1',7'-dihydro-5',5',7',7'-tetramethylspiro(1,3-dithiolane-2,4'-[4H]inden)-6'(5'H)-one
• 英文别名: 4',4',6',6'-tetramethylspiro[1,3-dithiolane-2,7'-3H-indene]-5'-one
• 化学式: C₁₅H₂₀OS₂
• 分子量: 280.455
• InChiKey: BLJFQBBYSXUTPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2,4-环戊二烯-1-亚基)-1,3-二硫戊环 、 2,4-二溴-2,4-二甲基-3-戊酮 在 diiron nonacarbonyl 作用下， 以 苯 为溶剂， 反应 2.0h， 以22%的产率得到1',7'-dihydro-5',5',7',7'-tetramethylspiro(1,3-dithiolane-2,4'-[4H]inden)-6'(5'H)-one
  参考文献：
  名称：

  Metal-Mediated [6 + 3] Cycloaddition Reactions of Fulvenes. A Novel Approach to Indan Systems

  摘要：

  The [6 + 3] cycloaddition of 2-oxyallyl cations to the electron rich fulvene ketene acetal provides an efficient route to the indan skeleton. The structures of these indan adducts were assigned by extensive 2D NMR experiments. Direct hydrolysis of these ketal adducts affords the corresponding diketones or indens. Reaction of the fulvene ketene thioacetal as well as the tandem [6 + 3]-[4 + 3] cycloadditions were also studied. A mechanism is proposed which may account for the origin of stereo-and regioselectivity in this cycloaddition.

  DOI：

  10.1021/jo970984j