5,6,7,8-Tetrahydro-2-phenyl-1H-benzindol | 38824-44-1

• 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: 5,6,7,8-Tetrahydro-2-phenyl-1H-benzindol
• 英文别名: 2-phenyl-5,6,7,8-tetrahydro-1H-benzo[f]indole；2-Phenyl-5,6,7,8-tetrahydro-1H-benzo(f)indole；2-phenyl-5,6,7,8-tetrahydro-1H-benzo[f]indole
• CAS: 38824-44-1
• 化学式: C₁₈H₁₇N
• 分子量: 247.34
• InChiKey: WBGYPIPLPSGPJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  N-(3-Phenylethynyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-butyramide 在 N-甲基吡咯烷酮 、 potassium tert-butylate 作用下， 反应 6.0h， 以81%的产率得到5,6,7,8-Tetrahydro-2-phenyl-1H-benzindol
  参考文献：
  名称：

  Chemistry of aminophenols. Part 1: Remarkable additive effect on Sonogashira cross-coupling of 2-carboxamidoaryl triflates and application to novel synthesis of indoles

  摘要：

  A novel and general synthesis of indoles has been established by utilizing 2-aminophenols as the starting materials. The key step is a modified Pd(0)-Cu(I)-catalyzed cross-coupling of 1-alkynes with 2-carboxamidoaryl triflates in the presence of n-Bu4NI as the additive. The 2-alkynylanilides obtained were subjected to an alkoxide-mediated cyclization to provide a number of indole containing compounds possessing substituents at the C2, C4, C5, and/or C6 position(s) in good overall yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00965-0

文献信息

• Chemistry of aminophenols. Part 1: Remarkable additive effect on Sonogashira cross-coupling of 2-carboxamidoaryl triflates and application to novel synthesis of indoles
  作者：Wei-Min Dai、Dian-Shun Guo、Li-Ping Sun

  DOI：10.1016/s0040-4039(01)00965-0

  日期：2001.7

  A novel and general synthesis of indoles has been established by utilizing 2-aminophenols as the starting materials. The key step is a modified Pd(0)-Cu(I)-catalyzed cross-coupling of 1-alkynes with 2-carboxamidoaryl triflates in the presence of n-Bu4NI as the additive. The 2-alkynylanilides obtained were subjected to an alkoxide-mediated cyclization to provide a number of indole containing compounds possessing substituents at the C2, C4, C5, and/or C6 position(s) in good overall yields. (C) 2001 Elsevier Science Ltd. All rights reserved.