7-methoxy-3,6-dimethyl-1-(2-methylprop-1-enyl)-1H-indene | 1419074-62-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 7-methoxy-3,6-dimethyl-1-(2-methylprop-1-enyl)-1H-indene
• CAS: 1419074-62-6
• 化学式: C₁₆H₂₀O
• 分子量: 228.334
• InChiKey: HEKRRLCZUMYRQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-methoxy-3,6-dimethyl-1-(2-methylprop-1-enyl)-1H-indene 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以93%的产率得到4-methoxy-1,5-dimethyl-3-(2-methylpropenyl)indane
  参考文献：
  名称：

  FeCl₃ Catalyzed Prins-Type Cyclization for the Synthesis of Highly Substituted Indenes: Application to the Total Synthesis of (±)-Jungianol and epi-Jungianol

  摘要：

  A novel approach was developed for the synthesis of highly substituted indene derivatives, using an FeCl3 catalyzed Prins-type cyclization reaction which was further applied in the total synthesis of jungianol and epi-jungianol.

  DOI：

  10.1021/ol3032347
• 作为产物：
  描述：

  在 iron(III) chloride 、 二异丁基氢化铝 作用下， 以 乙醚 、 正庚烷 、 二氯甲烷 为溶剂， 反应 12.25h， 生成 7-methoxy-3,6-dimethyl-1-(2-methylprop-1-enyl)-1H-indene
  参考文献：
  名称：

  FeCl₃ Catalyzed Prins-Type Cyclization for the Synthesis of Highly Substituted Indenes: Application to the Total Synthesis of (±)-Jungianol and epi-Jungianol

  摘要：

  A novel approach was developed for the synthesis of highly substituted indene derivatives, using an FeCl3 catalyzed Prins-type cyclization reaction which was further applied in the total synthesis of jungianol and epi-jungianol.

  DOI：

  10.1021/ol3032347

文献信息

• FeCl₃-Catalyzed Intramolecular Michael Reaction of Styrenes for the Synthesis of Highly Substituted Indenes
  作者：Dattatraya H. Dethe、Ganesh M. Murhade、Sourav Ghosh

  DOI：10.1021/acs.joc.5b01071

  日期：2015.8.21

  An intramolecular FeCl3-catalyzed Michael addition reaction of styrene, a poor nucleophile, onto α,β-unsaturated ketones was developed for the synthesis of highly substituted indene derivatives. The method was further applied to the total synthesis of the sesquiterpene natural products (±)-jungianol and 1-epi-jungianol.

  为了合成高度取代的茚衍生物，开发了分子内FeCl 3催化的，亲核性较差的苯乙烯的迈克尔迈克尔加成反应到α，β-不饱和酮上。该方法进一步施加到倍半萜烯天然产物（±）-jungianol和1-全合成外延-jungianol。
• FeCl₃ Catalyzed Prins-Type Cyclization for the Synthesis of Highly Substituted Indenes: Application to the Total Synthesis of (±)-Jungianol and <i>epi</i>-Jungianol
  作者：Dattatraya H. Dethe、Ganesh Murhade

  DOI：10.1021/ol3032347

  日期：2013.2.1

  A novel approach was developed for the synthesis of highly substituted indene derivatives, using an FeCl3 catalyzed Prins-type cyclization reaction which was further applied in the total synthesis of jungianol and epi-jungianol.