(6aS,9S,10aR)-9-(tert-butyl)-7,8,9,10,10a,6a-hexahydroindeno[2,1-b]indol-6-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (6aS,9S,10aR)-9-(tert-butyl)-7,8,9,10,10a,6a-hexahydroindeno[2,1-b]indol-6-one
• 英文别名: (6aS,9S,10aR)-9-tert-butyl-6a,7,8,9,10,10a-hexahydro-5H-indeno[2,3-b]indol-6-one
• 化学式: C₁₉H₂₃NO
• 分子量: 281.398
• InChiKey: ZFRYOGMSXUJTGZ-SGMGOOAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (6aS,9S,10aR)-9-(tert-butyl)-7,8,9,10,10a,6a-hexahydroindeno[2,1-b]indol-6-one 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.0h， 生成 (6S,6aS,9S,10aR)-9-(tert-butyl)-6,6a,7,8,9,10,10a-heptahydrobenzo[1',2'-5,1]cyclopenta[3,4-b]indol-6-ol
  参考文献：
  名称：

  A Concise Preparation of Yuehchukene and Its Analogues

  摘要：

  The palladium catalyzed carbonylative cross-coupling reaction of indolylborates (2) with vinyl triflates (3) afforded indol-2-yl ketones (4), which were subsequently converted to hexahydroindeno[2,1-b]indoles (5) with the aid of an acid. This protocol was well adapted for the total synthesis of yuehchukene.

  DOI：

  10.3987/com-00-9008
• 作为产物：
  描述：

  1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 在 bis-triphenylphosphine-palladium(II) chloride 盐酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 60.0~100.0 ℃ 、1.01 MPa 条件下， 反应 40.0h， 生成 (6aS,9S,10aR)-9-(tert-butyl)-7,8,9,10,10a,6a-hexahydroindeno[2,1-b]indol-6-one
  参考文献：
  名称：

  A Concise Preparation of Yuehchukene and Its Analogues

  摘要：

  The palladium catalyzed carbonylative cross-coupling reaction of indolylborates (2) with vinyl triflates (3) afforded indol-2-yl ketones (4), which were subsequently converted to hexahydroindeno[2,1-b]indoles (5) with the aid of an acid. This protocol was well adapted for the total synthesis of yuehchukene.

  DOI：

  10.3987/com-00-9008

文献信息

• A Concise Preparation of Yuehchukene and Its Analogues
  作者：Minoru Ishikura、Katsuaki Imaizumi、Nobuya Katagiri

  DOI：10.3987/com-00-9008

  日期：——

  The palladium catalyzed carbonylative cross-coupling reaction of indolylborates (2) with vinyl triflates (3) afforded indol-2-yl ketones (4), which were subsequently converted to hexahydroindeno[2,1-b]indoles (5) with the aid of an acid. This protocol was well adapted for the total synthesis of yuehchukene.