3-methoxy-6-phenylbenzothieno[3,2-c]quinoline | 950852-00-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-methoxy-6-phenylbenzothieno[3,2-c]quinoline
• 英文别名: 3-Methoxy-6-phenyl-[1]benzothiolo[3,2-c]quinoline
• CAS: 950852-00-3
• 化学式: C₂₂H₁₅NOS
• 分子量: 341.433
• InChiKey: CSUVQDJNRUGSLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  50.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methoxy-6-phenylbenzothieno[3,2-c]quinoline 、 对甲苯磺酸甲酯 以 氯苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of fluorescent rhodamine dyes using an extension of the Heck reaction

  摘要：

  Both benzo[b]thiophene and indole containing rhodamine dyes were synthesized according to a new pathway requiring a Heck-type coupling and a Pictet-Spengler reaction. The electron-rich indolic dye was shown to have noteworthy absorption and emission maximum. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.021
• 作为产物：
  描述：

  4-溴-3-硝基苯甲醚 在 palladium diacetate 、 palladium on activated charcoal 氢气 、 氧气 、 potassium carbonate 、 三苯基膦 、 三氟乙酸 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 20.0~130.0 ℃ 、1.0 MPa 条件下， 反应 16.5h， 生成 3-methoxy-6-phenylbenzothieno[3,2-c]quinoline
  参考文献：
  名称：

  Heck-like coupling and Pictet–Spengler reaction for the synthesis of benzothieno[3,2-c]quinolines

  摘要：

  A series of 6-arylbenzothieno[3,2-c] quinolines were synthesised in three steps from benzo[b] thiophene. After a selective Heck-type coupling of benzo[b] thiophene with different o-nitroaryl bromides to obtain 2-(o-nitroaryl) benzo[b] thiophenes, corresponding 2-(benzo[ b] thiophen-2-yl) anilines were involved in a Pictet-Spengler reaction to form the quinoline cycle. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2007.05.110

文献信息

• Heck-like coupling and Pictet–Spengler reaction for the synthesis of benzothieno[3,2-c]quinolines
  作者：Emilie David、Stéphane Pellet-Rostaing、Marc Lemaire

  DOI：10.1016/j.tet.2007.05.110

  日期：2007.9

  A series of 6-arylbenzothieno[3,2-c] quinolines were synthesised in three steps from benzo[b] thiophene. After a selective Heck-type coupling of benzo[b] thiophene with different o-nitroaryl bromides to obtain 2-(o-nitroaryl) benzo[b] thiophenes, corresponding 2-(benzo[ b] thiophen-2-yl) anilines were involved in a Pictet-Spengler reaction to form the quinoline cycle. (C) 2007 Published by Elsevier Ltd.
• Synthesis of fluorescent rhodamine dyes using an extension of the Heck reaction
  作者：Emilie David、Johan Lejeune、Stéphane Pellet-Rostaing、Jürgen Schulz、Marc Lemaire、Jérome Chauvin、Alain Deronzier

  DOI：10.1016/j.tetlet.2008.01.021

  日期：2008.3

  Both benzo[b]thiophene and indole containing rhodamine dyes were synthesized according to a new pathway requiring a Heck-type coupling and a Pictet-Spengler reaction. The electron-rich indolic dye was shown to have noteworthy absorption and emission maximum. (C) 2008 Elsevier Ltd. All rights reserved.