ethyl 3-(allylamino)acrylate | 936133-75-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 3-(allylamino)acrylate
• CAS: 936133-75-4
• 化学式: C₈H₁₃NO₂
• 分子量: 155.197
• InChiKey: XLKRKQDKQHUTAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  11.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-(allylamino)acrylate 在 三氟乙酸 作用下， 以 乙腈 、 苯 为溶剂， 反应 4.0h， 生成 diethyl 2-phenyl-1-(p-tolyl)-1,2-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Cascade synthesis of 1,2-dihydropyridine from dienaminodioate and an imine: a three-component approach

  摘要：

  A convenient synthesis of 1,2-dihydropyridine (1,2-DHP) has been developed from dienaminodioate and an imine mediated by trifluoroacetic acid in a one-pot cascade synthesis. The advantages associated with this transformation include conditions that are metal-free, room temperature, undistilled solvent, and expeditious in excellent yields. The substrate scope has been demonstrated with various aromatic, heteroaromatic, unsaturated aldehydes, and anilines, benzylic amines in impressive yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.037
• 作为产物：
  描述：

  丙烯胺 、 丙炔酸乙酯 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 ethyl 3-(allylamino)acrylate
  参考文献：
  名称：

  Cascade synthesis of 1,2-dihydropyridine from dienaminodioate and an imine: a three-component approach

  摘要：

  A convenient synthesis of 1,2-dihydropyridine (1,2-DHP) has been developed from dienaminodioate and an imine mediated by trifluoroacetic acid in a one-pot cascade synthesis. The advantages associated with this transformation include conditions that are metal-free, room temperature, undistilled solvent, and expeditious in excellent yields. The substrate scope has been demonstrated with various aromatic, heteroaromatic, unsaturated aldehydes, and anilines, benzylic amines in impressive yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.037

文献信息

• A metal-free one-pot cascade synthesis of highly functionalized biaryl-2-carbaldehydes
  作者：Chandrasekhar Challa、Jamsheena Vellekkatt、Jaice Ravindran、Ravi S. Lankalapalli

  DOI：10.1039/c4ob01829j

  日期：——

  A metal-free one-pot cascade annulation of acyclic substrates dienaminodioate, cinnamaldehydes and allyl amine was achieved for the synthesis of polyfunctional biaryl-2-carbaldehydes. The reaction proceeds at room temperature by a trifluoroacetic acid mediated Diels–Alder pathway. Synthetic applications of the resulting biaryl-2-carbaldehyde have been demonstrated by conversion into an array of diverse

  实现了无金属底物二烯氨基二酸酯，肉桂醛和烯丙基胺的无金属单锅级联环化，以合成多官能联芳基-2-甲醛。该反应在室温下通过三氟乙酸介导的Diels-Alder途径进行。所得联芳基-2-甲醛的合成应用已通过转化为具有生物学和材料化学相关性的各种分子的阵列得到了证明。本工作为制备联芳基的现有金属介导的交叉偶联方法提供了一条补充途径。