7-allyl-7-(4-methoxyphenyl)spiro[4.5]decan-6-one | 949530-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 7-allyl-7-(4-methoxyphenyl)spiro[4.5]decan-6-one
• CAS: 949530-31-8
• 化学式: C₂₀H₂₆O₂
• 分子量: 298.425
• InChiKey: MGDHIFFFVPWNEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  7-allyl-7-(4-methoxyphenyl)spiro[4.5]decan-6-one 在 sodium hydroxide 、 盐酸羟胺 、 臭氧 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 19.0h， 生成 [7-(4-methoxyphenyl)-6-oxo-spiro[4.5]dec-7-yl]acetaldehyde oxime
  参考文献：
  名称：

  Fragmentation of Nitrone Triflates to 9-Membered Rings

  摘要：

  A new fragmentative rearrangement of nitrone derivatives to form 9-membered rings is reported. The fragmentations are triggered when nitrones are treated with triflic anhydride; a C-C bond antiperiplanar to the cleaving N-O bond is activated either by an oxygen lone pair or by an electron-rich aromatic ring. In the former case, further cyclization of the 9-membered intermediate leads to a rearranged condensed ring system, but when triggered by arenes, 9-membered ring amides are isolated.

  DOI：

  10.1021/ol071049d
• 作为产物：
  描述：

  spiro[4,5]dec-6-ene 在 重铬酸吡啶 、 potassium tert-butylate 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 乙醚 、 甲苯 、 苯 为溶剂， 反应 24.34h， 生成 7-allyl-7-(4-methoxyphenyl)spiro[4.5]decan-6-one
  参考文献：
  名称：

  Fragmentation of Nitrone Triflates to 9-Membered Rings

  摘要：

  A new fragmentative rearrangement of nitrone derivatives to form 9-membered rings is reported. The fragmentations are triggered when nitrones are treated with triflic anhydride; a C-C bond antiperiplanar to the cleaving N-O bond is activated either by an oxygen lone pair or by an electron-rich aromatic ring. In the former case, further cyclization of the 9-membered intermediate leads to a rearranged condensed ring system, but when triggered by arenes, 9-membered ring amides are isolated.

  DOI：

  10.1021/ol071049d

文献信息

• Fragmentation of Nitrone Triflates to 9-Membered Rings
  作者：John A. Murphy、Mohan Mahesh、Gary McPheators、R. Vijaya Anand、Thomas M. McGuire、Robert Carling、Alan R. Kennedy

  DOI：10.1021/ol071049d

  日期：2007.8.1

  A new fragmentative rearrangement of nitrone derivatives to form 9-membered rings is reported. The fragmentations are triggered when nitrones are treated with triflic anhydride; a C-C bond antiperiplanar to the cleaving N-O bond is activated either by an oxygen lone pair or by an electron-rich aromatic ring. In the former case, further cyclization of the 9-membered intermediate leads to a rearranged condensed ring system, but when triggered by arenes, 9-membered ring amides are isolated.