Ethyl 3-anilino-1,4,8-triazatricyclo[7.4.0.02,7]trideca-2,4,6,8,10,12-hexaene-5-carboxylate | 158585-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Ethyl 3-anilino-1,4,8-triazatricyclo[7.4.0.02,7]trideca-2,4,6,8,10,12-hexaene-5-carboxylate
• CAS: 158585-64-9
• 化学式: C₁₉H₁₆N₄O₂
• 分子量: 332.362
• InChiKey: XUDVKHLTBRYYTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 3-anilino-1,4,8-triazatricyclo[7.4.0.02,7]trideca-2,4,6,8,10,12-hexaene-5-carboxylate 以 various solvent(s) 为溶剂， 反应 6.0h， 以72%的产率得到Ethyl 6-anilino-1,5,8-triazatricyclo[7.4.0.02,7]trideca-2,4,6,8,10,12-hexaene-4-carboxylate
  参考文献：
  名称：

  Reactions of (Vinylimino)phosphoranes and Related Compounds: Access to the Azacarbolines and Aplysinopsines

  摘要：

  Aza-Wittig-type reactions of iminophosphoranes 3a, 14a,b and 19, derived from azidovinyl (or -phenyl) derivatives and triphenylphosphine, with methyl or phenyl isocyanates were used to construct the framework of the azacarboline structures 7a,b-10, 20, 21a-d and aplysinopsine-type alkaloids 17a-d by electrocyclic ring closure or heterocumulene-mediated annelation.

  DOI：

  10.1021/jo00100a051
• 作为产物：
  描述：

  ethyl 2-azido-3-imidazo[1,2-a]pyridin-2-ylprop-2-enoate 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 Ethyl 3-anilino-1,4,8-triazatricyclo[7.4.0.02,7]trideca-2,4,6,8,10,12-hexaene-5-carboxylate
  参考文献：
  名称：

  Reactions of (Vinylimino)phosphoranes and Related Compounds: Access to the Azacarbolines and Aplysinopsines

  摘要：

  Aza-Wittig-type reactions of iminophosphoranes 3a, 14a,b and 19, derived from azidovinyl (or -phenyl) derivatives and triphenylphosphine, with methyl or phenyl isocyanates were used to construct the framework of the azacarboline structures 7a,b-10, 20, 21a-d and aplysinopsine-type alkaloids 17a-d by electrocyclic ring closure or heterocumulene-mediated annelation.

  DOI：

  10.1021/jo00100a051

文献信息

• Reactions of (Vinylimino)phosphoranes and Related Compounds: Access to the Azacarbolines and Aplysinopsines
  作者：Olivier Chavignon、Jean C. Teulade、Danielle Roche、Michel Madesclaire、Yves Blache、Alain Gueiffier、Jean L. Chabard、Gerard Dauphin

  DOI：10.1021/jo00100a051

  日期：1994.10

  Aza-Wittig-type reactions of iminophosphoranes 3a, 14a,b and 19, derived from azidovinyl (or -phenyl) derivatives and triphenylphosphine, with methyl or phenyl isocyanates were used to construct the framework of the azacarboline structures 7a,b-10, 20, 21a-d and aplysinopsine-type alkaloids 17a-d by electrocyclic ring closure or heterocumulene-mediated annelation.