2-(2'-chlorophenyl)-benzo[b]thiophene-3-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2-(2'-chlorophenyl)-benzo[b]thiophene-3-carbonitrile
• 英文别名: 2-(2-Chlorophenyl)-1-benzothiophene-3-carbonitrile
• 化学式: C₁₅H₈ClNS
• 分子量: 269.754
• InChiKey: BDKZKKBSLRCWPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴苯并噻吩 在 二环己烷并-18-冠醚-6 、 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 73.5h， 生成 2-(2'-chlorophenyl)-benzo[b]thiophene-3-carbonitrile
  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

• [EN] COMPOSITION CONTAINING A THIOPHENIC OR BENZOTHIOPHENIC COMPOUND AND EXHIBITING A PUMP NORA INHIBITING ACTIVITY<br/>[FR] COMPOSITIONS CONTENANT UN COMPOSE THIOPHENIQUE OU BENZOTHIOPHENIQUE, PRESENTANT UNE ACTIVITE INHIBITRICE DE POMPE NORA
  申请人：UNIV CLAUDE BERNARD LYON

  公开号：WO2006018544A1

  公开（公告）日：2006-02-23

  La présente invention concerne l'utilisation d'inhibiteurs de pompe efflux NorA de formule (I) : tels que définis à la revendication 1, pour la préparation d'un médicament destiné à potentialiser l'effet d'un agent antimicrobien, ainsi que des compositions pour potentialiser l'effet d'un agent antimicrobien contenant, en tant qu'agent potentialisateur, un tel inhibiteur de pompe efflux NorA.
• 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.