((6,7-dihydro-5H-benzo[7]annulen-8-yl)ethynyl)trimethylsilane | 1562381-77-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: ((6,7-dihydro-5H-benzo[7]annulen-8-yl)ethynyl)trimethylsilane
• CAS: 1562381-77-4
• 化学式: C₁₆H₂₀Si
• 分子量: 240.42
• InChiKey: MSZNSSUJQNVBEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  ((6,7-dihydro-5H-benzo[7]annulen-8-yl)ethynyl)trimethylsilane 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 以1.62 g的产率得到8-ethynyl-6,7-dihydro-5H-benzo[7]annulene
  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：

  8-bromo-6,7-dihydro-5H-benzo[7]annulene 、 三甲基乙炔基硅 在 copper(l) iodide 、 二(氰基苯)二氯化钯 、 三叔丁基膦 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以86%的产率得到((6,7-dihydro-5H-benzo[7]annulen-8-yl)ethynyl)trimethylsilane
  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