4-oxo-7-(trifluoromethyl)-9-(trimethylsilyl)-1,2,3,4-tetrahydro-3αH-cyclopenta[b]naphthalene-3α-carbonitrile | 1415336-78-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-oxo-7-(trifluoromethyl)-9-(trimethylsilyl)-1,2,3,4-tetrahydro-3αH-cyclopenta[b]naphthalene-3α-carbonitrile
• 英文别名: 9-oxo-6-(trifluoromethyl)-4-trimethylsilyl-2,3-dihydro-1H-cyclopenta[b]naphthalene-9a-carbonitrile
• CAS: 1415336-78-5
• 化学式: C₁₈H₁₈F₃NOSi
• 分子量: 349.428
• InChiKey: JRNGEGFLAKDYHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-[4-(trifluoromethyl)benzoyl]-7-(trimethylsilyl)hept-6-ynenitrile 在 叔丁基过氧化氢 、 四丁基碘化铵 作用下， 以 水 、 苯 为溶剂， 反应 1.0h， 以98%的产率得到4-oxo-7-(trifluoromethyl)-9-(trimethylsilyl)-1,2,3,4-tetrahydro-3αH-cyclopenta[b]naphthalene-3α-carbonitrile
  参考文献：
  名称：

  Tandem Cyclization of α-Cyano α-Alkynyl Aryl Ketones Induced by tert-Butyl Hydroperoxide and Tetrabutylammonium Iodide

  摘要：

  The radical cascade protocol of the alpha-cyano alpha-TMS/aryl-capped alkynyl aryl ketones promoted by tert-butyl hydroperoxide under catalysis with tetrabutylammonium iodide in refluxing benzene has been developed, leading to the construction of a variety of highly functionalized [6,6,5] tricyclic frameworks in an efficient manner.

  DOI：

  10.1021/ol3028972

文献信息

• Tandem Cyclization of α-Cyano α-Alkynyl Aryl Ketones Induced by <i>tert</i>-Butyl Hydroperoxide and Tetrabutylammonium Iodide
  作者：Ying-Chieh Wong、Chen-Tso Tseng、Tzu-Ting Kao、Yu-Cheng Yeh、Kak-Shan Shia

  DOI：10.1021/ol3028972

  日期：2012.12.7

  The radical cascade protocol of the alpha-cyano alpha-TMS/aryl-capped alkynyl aryl ketones promoted by tert-butyl hydroperoxide under catalysis with tetrabutylammonium iodide in refluxing benzene has been developed, leading to the construction of a variety of highly functionalized [6,6,5] tricyclic frameworks in an efficient manner.