3-(2-isocyano-ethoxy)-propene | 1146344-53-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-(2-isocyano-ethoxy)-propene
• 英文别名: (allyloxyethyl)isocyanide
• CAS: 1146344-53-7
• 化学式: C₆H₉NO
• 分子量: 111.144
• InChiKey: MUFFGOXPCPJTKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  8.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  13.59
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-(2-isocyano-ethoxy)-propene 在 正丁基锂 作用下， 以 四氢呋喃 、 Petroleum ether 为溶剂， 反应 3.25h， 生成 Ethyl 4,6-diphenyl-2-(2-prop-2-enoxyethylamino)pyridine-3-carboxylate
  参考文献：
  名称：

  A new multicomponent reaction for the synthesis of pyridines via cycloaddition of azadienes and ketenimines

  摘要：

  The ketenimines resulting from a Nef isocyanide/Perkow sequence react with 1-azadienes to form pyridines or pyrimidines depending on their substitution pattern. The reaction is most efficient with ester-substituted ketenimines which leads to pyridines after elimination of the phosphate group. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.007

文献信息

• Synthesis of pretubulysin-derivatives via the TubUgi-approach
  作者：Judith Hoffmann、Jan Gorges、Lukas Junk、Uli Kazmaier

  DOI：10.1039/c5ob00587f

  日期：——

  The Ugi reaction is a powerful tool for the synthesis of (pre)tubulysin derivatives, allowing the introduction of functionalized side chains.

  Ugi反应是合成（前）管苷素衍生物的强大工具，可以引入功能化侧链。
• Isocyanide-Based Two-Step Three-Component Keteneimine Formation
  作者：Didier Coffinier、Laurent El Kaim、Laurence Grimaud

  DOI：10.1021/ol9004432

  日期：2009.4.16

  The addition of isocyanicles to acyl chlorides (isocyanide-Nef reaction) leads to imidoyl chlorides which can later be treated with trialkylphosphites to afford new keteneimines in a Perkow-type reaction. The whole sequence may be performed without any solvent, and the resulting keteneimine may easily be converted to phosphorylated tetrazoles and triazoles.