4-(4-bromophenyl)-4-hydroxy-N-methyl-N'-phenyl-N-tosylbut-2-ynimidamide | 1562381-60-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-bromophenyl)-4-hydroxy-N-methyl-N'-phenyl-N-tosylbut-2-ynimidamide
• 英文别名: 4-(4-bromophenyl)-4-hydroxy-N-methyl-N-(4-methylphenyl)sulfonyl-N'-phenylbut-2-ynimidamide
• CAS: 1562381-60-5
• 化学式: C₂₄H₂₁BrN₂O₃S
• 分子量: 497.412
• InChiKey: VRUOYNVGHHRDAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-((3E,5E)-6-(furan-2-yl)hexa-3,5-dien-1-ynyl)-N,4-dimethylbenzenesulfonamide 在 三氟甲磺酸三甲基硅酯 、 zinc trifluoromethanesulfonate 、 二异丙胺 、 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 4-(4-bromophenyl)-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

文献信息

• Zn(II)- or Ag(I)-Catalyzed 1,4-Metathesis Reactions between 3-En-1-ynamides and Nitrosoarenes
  作者：Sagar Ashok Gawade、Deepak B. Huple、Rai-Shung Liu

  DOI：10.1021/ja412634w

  日期：2014.2.26

  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.