2-[(E)-4-chlorobut-3-en-1-ynyl]quinoline | 443891-18-7

• 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-[(E)-4-chlorobut-3-en-1-ynyl]quinoline
• CAS: 443891-18-7
• 化学式: C₁₃H₈ClN
• 分子量: 213.666
• InChiKey: MQWYHBCHZQOQMB-ONNFQVAWSA-N

物化性质

• 沸点：
  342.0±38.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  乙基氯化镁 、 2-[(E)-4-chlorobut-3-en-1-ynyl]quinoline 在 Fe(acac) N-甲基吡咯烷酮 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以75%的产率得到(E)-6-quinol-2-ylhex-3-en-5-yne
  参考文献：
  名称：

  苯乙炔与格氏试剂的铁催化偶合反应合成取代喹啉

  摘要：

  这封信报道了由环保的铁（III）催化的格氏试剂与1的环境友好的铁（III）偶联反应制备2-位或3-位被4-取代的丁-3-烯-1-炔基取代的喹啉。 -氯-4-（2-喹啉基）但是-1-烯-3-炔 描述了该无毒和化学选择性方法对各种官能化的不饱和氯乙烯的扩展和范围。

  DOI：

  10.1016/j.tetlet.2004.01.019
• 作为产物：
  描述：

  喹啉-2-甲醛 在 哌啶 、 copper(l) iodide 、 四(三苯基膦)钯 、 正丁基锂 、 三苯基膦 作用下， 以 乙醚 为溶剂， 生成 2-[(E)-4-chlorobut-3-en-1-ynyl]quinoline
  参考文献：
  名称：

  Synthesis and biological evaluation of substituted quinolines: potential treatment of protozoal and retroviral co-infections

  摘要：

  We report the synthesis of substituted quinolines and their in vitro biological evaluation against the causal agents of cutaneous leishmaniasis, visceral leishmaniasis, African trypanosomiasis and Chagas' disease. Furthermore, several quinolines have also been tested for their anti-retroviral activity in HIV-1 infected cells. The structure activity relationships of these new synthetic compounds are discussed and emphasis was placed on the treatment of leishmania/HIV co-infections. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.007

文献信息

• Synthesis and biological evaluation of substituted quinolines: potential treatment of protozoal and retroviral co-infections
  作者：Mohammed A. Fakhfakh、Alain Fournet、Eric Prina、Jean-François Mouscadet、Xavier Franck、Reynald Hocquemiller、Bruno Figadère

  DOI：10.1016/j.bmc.2003.09.007

  日期：2003.11

  We report the synthesis of substituted quinolines and their in vitro biological evaluation against the causal agents of cutaneous leishmaniasis, visceral leishmaniasis, African trypanosomiasis and Chagas' disease. Furthermore, several quinolines have also been tested for their anti-retroviral activity in HIV-1 infected cells. The structure activity relationships of these new synthetic compounds are discussed and emphasis was placed on the treatment of leishmania/HIV co-infections. (C) 2003 Elsevier Ltd. All rights reserved.
• Synthesis of substituted quinolines by iron-catalyzed coupling reactions between chloroenynes and Grignard reagents
  作者：Matar Seck、Xavier Franck、Reynald Hocquemiller、Bruno Figadère、Jean-François Peyrat、Olivier Provot、Jean-Daniel Brion、Mouâd Alami

  DOI：10.1016/j.tetlet.2004.01.019

  日期：2004.2

  letter reports the preparation of quinolines, substituted at the 2- or 3-position by a 4-substituted but-3-en-1-yne group, by the environmentally friendly iron(III)-catalyzed coupling reaction of Grignard reagents with 1-chloro-4-(2-quinolyl)but-1-en-3-yne. The extension and the scope of this non-toxic and chemoselective procedure to various functionalized unsaturated vinyl chlorides are described.

  这封信报道了由环保的铁（III）催化的格氏试剂与1的环境友好的铁（III）偶联反应制备2-位或3-位被4-取代的丁-3-烯-1-炔基取代的喹啉。 -氯-4-（2-喹啉基）但是-1-烯-3-炔 描述了该无毒和化学选择性方法对各种官能化的不饱和氯乙烯的扩展和范围。