1-Benzyl-7-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-naphthalen-1-yl]-2,3-dihydro-1H-indole | 173424-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Benzyl-7-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-naphthalen-1-yl]-2,3-dihydro-1H-indole
• CAS: 173424-98-1
• 化学式: C₃₀H₂₈N₂O
• 分子量: 432.565
• InChiKey: VHCOCWINRZFSBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.62
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  24.83
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-Benzyl-7-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-naphthalen-1-yl]-2,3-dihydro-1H-indole 在 palladium on activated charcoal 硫酸 、 氢气 作用下， 生成 13-Azapentacyclo[11.6.1.02,11.03,8.016,20]icosa-1(19),2(11),3,5,7,9,16(20),17-octaen-12-one
  参考文献：
  名称：

  An Oxazoline-Mediated Synthesis of the Pyrrolophenanthridine Alkaloids and Some Novel Derivatives

  摘要：

  An unsymmetrical biaryl coupling between the Grignard of N-benzyl-7-bromoindoline 25 and the appropriately substituted (o-methoxyaryl)oxazoline 15 leads to an intermediate biaryl which can be elaborated in one step to the 1H-pyrrolo[3,2,1-de]phenanthridine ring system. This simple two-step sequence provides general access to the pyrrolophenanthridine alkaloids 2-6.

  DOI：

  10.1021/jo951474x
• 作为产物：
  描述：

  7-溴二氢吲哚 在 正丁基锂 、 1,1,2,2-四氟-1,2-二溴乙烷 、 magnesium 作用下， 反应 5.25h， 生成 1-Benzyl-7-[2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-naphthalen-1-yl]-2,3-dihydro-1H-indole
  参考文献：
  名称：

  An Oxazoline-Mediated Synthesis of the Pyrrolophenanthridine Alkaloids and Some Novel Derivatives

  摘要：

  An unsymmetrical biaryl coupling between the Grignard of N-benzyl-7-bromoindoline 25 and the appropriately substituted (o-methoxyaryl)oxazoline 15 leads to an intermediate biaryl which can be elaborated in one step to the 1H-pyrrolo[3,2,1-de]phenanthridine ring system. This simple two-step sequence provides general access to the pyrrolophenanthridine alkaloids 2-6.

  DOI：

  10.1021/jo951474x

文献信息

• An Oxazoline-Mediated Synthesis of the Pyrrolophenanthridine Alkaloids and Some Novel Derivatives
  作者：Richard H. Hutchings、A. I. Meyers

  DOI：10.1021/jo951474x

  日期：1996.1.1

  An unsymmetrical biaryl coupling between the Grignard of N-benzyl-7-bromoindoline 25 and the appropriately substituted (o-methoxyaryl)oxazoline 15 leads to an intermediate biaryl which can be elaborated in one step to the 1H-pyrrolo[3,2,1-de]phenanthridine ring system. This simple two-step sequence provides general access to the pyrrolophenanthridine alkaloids 2-6.