4-(tert-butyl)cyclohex-1-enyl 1-methoxyindol-2-yl ketone

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-(tert-butyl)cyclohex-1-enyl 1-methoxyindol-2-yl ketone
• 英文别名: (4-Tert-butylcyclohexen-1-yl)-(1-methoxyindol-2-yl)methanone；(4-tert-butylcyclohexen-1-yl)-(1-methoxyindol-2-yl)methanone
• 化学式: C₂₀H₂₅NO₂
• 分子量: 311.424
• InChiKey: PYPKRRLXQMWHND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  一氧化碳 、 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 、 lithium triethyl(1-methoxyindol-2-yl)borate 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 为溶剂， 60.0 ℃ 、1.01 MPa 条件下， 反应 20.0h， 以60%的产率得到4-(tert-butyl)cyclohex-1-enyl 1-methoxyindol-2-yl ketone
  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.