2-(3'-quinolyl)-3-methoxybenzo[b]thiophene

• 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: 2-(3'-quinolyl)-3-methoxybenzo[b]thiophene
• 英文别名: 3-(3-Methoxy-1-benzothiophen-2-yl)quinoline
• 化学式: C₁₈H₁₃NOS
• 分子量: 291.373
• InChiKey: RJDIQRIPIFLKNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  50.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-溴喹啉 、 3-methoxybenzo[b]thiophene 在 二环己烷并-18-冠醚-6 、 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以62%的产率得到2-(3'-quinolyl)-3-methoxybenzo[b]thiophene
  参考文献：
  名称：

  An efficient phosphine-free palladium coupling for the synthesis of new 2-arylbenzo[b]thiophenes

  摘要：

  Straightforward and rapid access to 2-arylbenzo[b]thiophenes has been developed. It involved a catalytic coupling of 3-activated benzo[b]thiophenes with several aryl halides in the presence of a phosphine-free palladium system. In case of fragile functional groups such as aldehydes, a quaternary ammonium was used as an additive as with the other substrates, the coupling performed better and faster in the presence of a crown ether, the best one being DCH-18-C-6, with good yields and low reaction times. This method would provide a direct access to novel structures of biological interest. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.02.011

文献信息

• An efficient phosphine-free palladium coupling for the synthesis of new 2-arylbenzo[b]thiophenes
  作者：Jérémie Fournier Dit Chabert、Lionel Joucla、Emilie David、Marc Lemaire

  DOI：10.1016/j.tet.2004.02.011

  日期：2004.3

  Straightforward and rapid access to 2-arylbenzo[b]thiophenes has been developed. It involved a catalytic coupling of 3-activated benzo[b]thiophenes with several aryl halides in the presence of a phosphine-free palladium system. In case of fragile functional groups such as aldehydes, a quaternary ammonium was used as an additive as with the other substrates, the coupling performed better and faster in the presence of a crown ether, the best one being DCH-18-C-6, with good yields and low reaction times. This method would provide a direct access to novel structures of biological interest. (C) 2004 Elsevier Ltd. All rights reserved.