(E)-1-(1-azidoprop-1-en-1-yl)-4-methoxybenzene | 1821029-56-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-1-(1-azidoprop-1-en-1-yl)-4-methoxybenzene
• 英文别名: 1-[(1E)-1-Azido-1-propen-1-yl]-4-methoxybenzene；1-[(E)-1-azidoprop-1-enyl]-4-methoxybenzene
• CAS: 1821029-56-4
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: AJSABGYGXSSPNJ-XCVCLJGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(苯基乙炔基)恶唑烷-2-酮 、 (E)-1-(1-azidoprop-1-en-1-yl)-4-methoxybenzene 在 Au+(CH₃CN)[(tert-butyl)2P((o-Ph)Ph)]SbF₆- 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.0h， 以84%的产率得到3-[5-(4-methoxyphenyl)-4-methyl-3-phenyl-1H-pyrrol-2-yl]-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Polysubstituted 2-Aminopyrrole Synthesis via Gold-Catalyzed Intermolecular Nitrene Transfer from Vinyl Azide to Ynamide: Reaction Scope and Mechanistic Insights

  摘要：

  A gold-catalyzed intermolecular reaction of Vinyl azides and ynamides is described: This process presents an efficient and mild approach to multisubstituted 2-arninopyrroles in good-to-excellent yields. Control experiments were carried out to distinguish the reactivity between vinyl azides and the corresponding 2H-azirines. A plausible reaction mechanism was also proposed according to previous reports and our preliminary mechanistic studies.

  DOI：

  10.1021/acs.joc.5b02057
• 作为产物：
  描述：

  茴香脑 在 sodium azide 、 potassium tert-butylate 、 一氯化碘 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 16.25h， 生成 (E)-1-(1-azidoprop-1-en-1-yl)-4-methoxybenzene
  参考文献：
  名称：

  Polysubstituted 2-Aminopyrrole Synthesis via Gold-Catalyzed Intermolecular Nitrene Transfer from Vinyl Azide to Ynamide: Reaction Scope and Mechanistic Insights

  摘要：

  A gold-catalyzed intermolecular reaction of Vinyl azides and ynamides is described: This process presents an efficient and mild approach to multisubstituted 2-arninopyrroles in good-to-excellent yields. Control experiments were carried out to distinguish the reactivity between vinyl azides and the corresponding 2H-azirines. A plausible reaction mechanism was also proposed according to previous reports and our preliminary mechanistic studies.

  DOI：

  10.1021/acs.joc.5b02057

文献信息

• Polysubstituted 2-Aminopyrrole Synthesis via Gold-Catalyzed Intermolecular Nitrene Transfer from Vinyl Azide to Ynamide: Reaction Scope and Mechanistic Insights
  作者：Yufeng Wu、Lei Zhu、Yinghua Yu、Xuesong Luo、Xueliang Huang

  DOI：10.1021/acs.joc.5b02057

  日期：2015.11.20

  A gold-catalyzed intermolecular reaction of Vinyl azides and ynamides is described: This process presents an efficient and mild approach to multisubstituted 2-arninopyrroles in good-to-excellent yields. Control experiments were carried out to distinguish the reactivity between vinyl azides and the corresponding 2H-azirines. A plausible reaction mechanism was also proposed according to previous reports and our preliminary mechanistic studies.