3-benzhydryltetrahydrofuran-2-one | 119297-80-2

• 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: 3-benzhydryltetrahydrofuran-2-one
• 英文别名: 3-Benzhydryloxolan-2-one
• CAS: 119297-80-2
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: YNZGHJMUADRCNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-benzhydryltetrahydrofuran-2-one 在 三乙烯二胺 、 sodium periodate 、 lithium cyclohexylisopropylamide 作用下， 以 甲醇 为溶剂， 反应 27.67h， 生成 8-phenyl-3,3a,8,8a-tetrahydro-1H-indeno<1,2-c>furan-1-one
  参考文献：
  名称：

  Furan-2(3H)- and 2(5H)-ones. Part 5. Photoreactions of 3-benzylfuran2(5H)-ones; cyclisation to indenofuranones

  摘要：

  The effect of substitution at the 'central methane' on the photoreactivity of 3-benzylfuran-2(5H)ones 5a-g was investigated. Despite its di-pi-methane structure, photochemical arylation was effected to give substituted indenofuranones 6 in good yields. Only the substitution by phenyl caused the di-pi-methane rearrangement to give a cyclopropanofuranone 18g in moderate yield.

  DOI：

  10.1039/p19940001833
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 以96%的产率得到3-benzhydryltetrahydrofuran-2-one
  参考文献：
  名称：

  Furan-2(3H)- and 2(5H)-ones. Part 5. Photoreactions of 3-benzylfuran2(5H)-ones; cyclisation to indenofuranones

  摘要：

  The effect of substitution at the 'central methane' on the photoreactivity of 3-benzylfuran-2(5H)ones 5a-g was investigated. Despite its di-pi-methane structure, photochemical arylation was effected to give substituted indenofuranones 6 in good yields. Only the substitution by phenyl caused the di-pi-methane rearrangement to give a cyclopropanofuranone 18g in moderate yield.

  DOI：

  10.1039/p19940001833

文献信息

• Free radical cyclization of thionocarbonic acid derivatives of 4-phenyl-3-butenol. A new route to thionolactones
  作者：Mario D. Bachi、Eric Bosch

  DOI：10.1021/jo00267a002

  日期：1989.3
• Bachi Mario D., Bosch Eric, Denenmark Daniella, Girsh Diana, J. Org. Chem., 57 (1992) N 25, S 6803-6810
  作者：Bachi Mario D., Bosch Eric, Denenmark Daniella, Girsh Diana

  DOI：——

  日期：——
• Furan-2(3H)- and 2(5H)-ones. Part 5. Photoreactions of 3-benzylfuran2(5H)-ones; cyclisation to indenofuranones
  作者：Osamu Muraoka、Genzoh Tanabe、Kyohko Sano、Toshie Minematsu、Takefumi Momose

  DOI：10.1039/p19940001833

  日期：——

  The effect of substitution at the 'central methane' on the photoreactivity of 3-benzylfuran-2(5H)ones 5a-g was investigated. Despite its di-pi-methane structure, photochemical arylation was effected to give substituted indenofuranones 6 in good yields. Only the substitution by phenyl caused the di-pi-methane rearrangement to give a cyclopropanofuranone 18g in moderate yield.