(E)-1-(3-(4-methoxyphenyl)allyl)piperidine

• 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-(3-(4-methoxyphenyl)allyl)piperidine
• 英文别名: 1-[(E)-3-(4-methoxyphenyl)prop-2-enyl]piperidine
• 化学式: C₁₅H₂₁NO
• 分子量: 231.338
• InChiKey: HWOTWRZNRIRNOJ-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  哌啶 、 反式-4-甲氧基肉桂酸 在 聚合甲醛 作用下， 以 水 为溶剂， 反应 12.0h， 以63%的产率得到(E)-1-(3-(4-methoxyphenyl)allyl)piperidine
  参考文献：
  名称：

  Additive-Free Decarboxylative Coupling of Cinnamic Acid Derivatives in Water: Synthesis of Allyl Amines

  摘要：

  The first example of an additive-free decarboxylative coupling of cinnamic acid derivatives with formaldehyde and amines to afford the corresponding allyl amines is reported. This reaction is highly environmentally friendly because it was conducted in H2O and without any additives, releasing only CO2 and H2O as byproducts. This reaction showed a broad substrate scope including cyclic and acyclic amines and high functional group tolerance. Moreover, phenyl dienoic acid participated in this type of decarboxylative coupling reaction.

  DOI：

  10.1021/acs.orglett.5b00303

文献信息

• One-Pot Multicomponent Synthesis of Allyl and Alkylamines Using a Catalytic System Composed of Ruthenium Nanoparticles on Copper <i>N</i>-Heterocyclic Carbene-Modified Silica
  作者：Deepti Kalsi、Savarithai J. Louis Anandaraj、Manisha Durai、Claudia Weidenthaler、Meike Emondts、Steven P. Nolan、Alexis Bordet、Walter Leitner

  DOI：10.1021/acscatal.2c04044

  日期：2022.12.16

  integrated one-pot synthesis of valuable allylamines and alkylamines from amines, formaldehyde, and terminal alkynes is achieved using a single catalyst material. This multifunctional catalytic system is composed of a silica support on which are jointly assembled ruthenium nanoparticles and covalently functionalized copper N-heterocyclic carbene (NHC) complexes, introducing a new generation of nanoparticles

  使用单一催化剂材料实现了从胺、甲醛和末端炔烃中一锅法合成有价值的烯丙胺和烷基胺。这种多功能催化系统由二氧化硅载体组成，在其上共同组装了钌纳米粒子和共价功能化的铜N-杂环卡宾 (NHC) 配合物，引入了新一代固定在分子修饰表面上的纳米粒子。通过多种技术研究了所得 Ru@SiO 2 -[Cu-NHC] 材料的结构、结构、形态和电子特性，包括 N 2吸附、固态核磁共振、电子显微镜和 X 射线光电子能谱. Ru@SiO 2-[Cu-NHC] 被发现对一系列烯丙胺和烷基胺的一锅法合成具有活性和选择性，这些产品在精细化工和制药工业中非常重要。详细研究表明，固定化分子 Cu(I)–NHC 络合物负责胺、甲醛和末端炔烃的原子高效 A 3偶联，而所得炔丙基胺的选择性氢化由 Ru(0) 纳米粒子催化. 在单个载体上结合分子和纳米粒子位点的设计策略和制备方法非常灵活，为开发能够在一锅中进行复杂反应序列的多功能催化系统开辟了道路。
• Additive-Free Decarboxylative Coupling of Cinnamic Acid Derivatives in Water: Synthesis of Allyl Amines
  作者：Kyungho Park、Sunwoo Lee

  DOI：10.1021/acs.orglett.5b00303

  日期：2015.3.6

  The first example of an additive-free decarboxylative coupling of cinnamic acid derivatives with formaldehyde and amines to afford the corresponding allyl amines is reported. This reaction is highly environmentally friendly because it was conducted in H2O and without any additives, releasing only CO2 and H2O as byproducts. This reaction showed a broad substrate scope including cyclic and acyclic amines and high functional group tolerance. Moreover, phenyl dienoic acid participated in this type of decarboxylative coupling reaction.