(E)-2-(4-bromobut-1-en-3-yn-1-yl)furan | 1562381-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (E)-2-(4-bromobut-1-en-3-yn-1-yl)furan
• 英文别名: 2-[(E)-4-bromobut-1-en-3-ynyl]furan
• CAS: 1562381-76-3
• 化学式: C₈H₅BrO
• 分子量: 197.031
• InChiKey: WXFKORIFJUIGRF-DAFODLJHSA-N

物化性质

• 沸点：
  239.9±42.0 °C(predicted)
• 密度：
  1.561±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-(4-bromobut-1-en-3-yn-1-yl)furan 在 1,10-菲罗啉 、 copper(ll) sulfate pentahydrate 、 三氟甲磺酸三甲基硅酯 、 zinc trifluoromethanesulfonate 、 potassium carbonate 、 二异丙胺 、 zinc dibromide 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 5.5h， 生成 4-(furan-2-yl)-4-hydroxy-N-methyl-N'-phenyl-N-tosylbut-2-ynimidamide
  参考文献：
  名称：

  Zn(II)- or Ag(I)-Catalyzed 1,4-Metathesis Reactions between 3-En-1-ynamides and Nitrosoarenes

  摘要：

  Catalyst-dependent metathesis reactions between 3-en-1-ynamides and nitrosoarenes are described. Particularly notable are the unprecedented 1,4-metathesis reactions catalyzed by Ag(I) or Zn(II) to give 2-propynimidamides and benzaldehyde derivatives. With 3-en-1-ynamides bearing a cycloalkenyl group, 1,4-oxoimination products were produced efficiently. We have developed metathesis/alkynation cascades for unsubstituted 2-propynimidamides and benzaldehyde species generated in situ, to manifest 1,4-hydroxyimination reactions of 3-en-1-ynes. Both 1,4-oxoiminations and 1,4-hydroxyiminations increase the molecular complexity of products.

  DOI：

  10.1021/ja412634w
• 作为产物：
  描述：

  N-((3E,5E)-6-(furan-2-yl)hexa-3,5-dien-1-ynyl)-N,4-dimethylbenzenesulfonamide 在 copper(ll) sulfate pentahydrate 、 四溴化碳 、 四丁基氟化铵 、 zinc trifluoromethanesulfonate 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (E)-2-(4-bromobut-1-en-3-yn-1-yl)furan
  参考文献：
  名称：

  Zn(II)- or Ag(I)-Catalyzed 1,4-Metathesis Reactions between 3-En-1-ynamides and Nitrosoarenes

  摘要：

  Catalyst-dependent metathesis reactions between 3-en-1-ynamides and nitrosoarenes are described. Particularly notable are the unprecedented 1,4-metathesis reactions catalyzed by Ag(I) or Zn(II) to give 2-propynimidamides and benzaldehyde derivatives. With 3-en-1-ynamides bearing a cycloalkenyl group, 1,4-oxoimination products were produced efficiently. We have developed metathesis/alkynation cascades for unsubstituted 2-propynimidamides and benzaldehyde species generated in situ, to manifest 1,4-hydroxyimination reactions of 3-en-1-ynes. Both 1,4-oxoiminations and 1,4-hydroxyiminations increase the molecular complexity of products.

  DOI：

  10.1021/ja412634w