1-(3-(4-氯苯基)-1-苯基丙-2-炔-1-基)哌啶 | 1010091-93-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1-(3-(4-氯苯基)-1-苯基丙-2-炔-1-基)哌啶
• 英文名称: 1-(3-(4-chlorophenyl)-1-phenylprop-2-ynyl)piperidine
• 英文别名: 1-(3-(4-chlorophenyl)-1-phenylprop-2-yn-1-yl)piperidine；N-(3-(4-chlorophenyl)-1-phenyl-2-propynyl)piperidine；1-[3-(4-Chlorophenyl)-1-phenylprop-2-ynyl]piperidine
• CAS: 1010091-93-6
• 化学式: C₂₀H₂₀ClN
• 分子量: 309.838
• InChiKey: WVDBIKXAFOFHJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-氯苯乙炔 、 N-(phenylselenocarbonyl) piperidine 在 铜 作用下， 反应 4.0h， 以84%的产率得到1-(3-(4-氯苯基)-1-苯基丙-2-炔-1-基)哌啶
  参考文献：
  名称：

  Copper(0)-Induced Deselenative Insertion of N,N-Disubstituted Selenoamides into Acetylenic C−H Bond Leading to Propargylamines

  摘要：

  Upon heating at 110 degrees C in the presence of copper(0) powder, terminal acetylenes undergo a novel deselenative C-H bond insertion reaction of N,N-substituted selenoamides, affording the corresponding propargylamines in good to excellent yields, selectively.

  DOI：

  10.1021/ol9001976

文献信息

• Ag2CO3-catalyzed efficient synthesis of internal or terminal propargylicamines and chalcones via A3-coupling under solvent-free condition
  作者：Ningbo Li、Shitang Xu、Xueyan Wang、Li Xu、Jie Qiao、Zhiwu Liang、Xinhua Xu

  DOI：10.1016/j.cclet.2021.04.026

  日期：2021.12

  or terminal propargylamines and chalcones via A3-coupling reaction of aldehydes, amines, and alkynes catalyzed by an easily available catalyst Ag2CO3 under solvent-free condition. The reaction proceeded smoothly to deliver various products in good-to-excellent yields with good functional group tolerance. Gram-scale preparation, bioactive molecule synthesis and asymmetric substrates have been demonstrated

  几个简单，快速和实用的协议已被开发来合成内部或末端炔丙胺和查耳酮通过甲3 -耦合醛，胺的反应，和炔由容易获得的催化剂催化的Ag 2 CO 3无溶剂条件下进行。反应进行得很顺利，以良好的收率和良好的官能团耐受性提供了各种产品。已经证明了克级制备，生物活性分子合成和不对称底物。此外，已经提出了合成不同产物的合理机制。
• Semiconductor-Gold Nanocomposite Catalysts for the Efficient Three-Component Coupling of Aldehyde, Amine and Alkyne in Water
  作者：Leng Leng Chng、Jun Yang、Yifeng Wei、Jackie Y. Ying

  DOI：10.1002/adsc.200900518

  日期：2009.11

  An efficient heterogeneous lead sulfide-gold catalyst has been successfully developed for the synthesis of propargylic amines via a three-component coupling reaction of aldehyde, amine and alkyne in water. The process is simple and applicable to a diverse range of aromatic and aliphatic aldehydes, amines and alkynes. Furthermore, the catalyst is stable to air and water, and can be easily recovered

  通过醛，胺和炔在水中的三组分偶联反应，已成功开发了一种高效的多相硫化铅金催化剂，用于合成炔丙基胺。该方法很简单，适用于各种芳香族和脂肪族醛，胺和炔烃。此外，该催化剂对空气和水是稳定的，并且可以容易地回收和再利用。
• Expeditious and highly efficient synthesis of propargylamines using a Pd‐Cu nanowires catalyst under solvent‐free conditions
  作者：Rongnan Yi、Zheng‐Jun Wang、Zhiwu Liang、Min Xiao、Xinhua Xu、Ningbo Li

  DOI：10.1002/aoc.4917

  日期：2019.6

  expeditious and solvent‐free synthesis of propargylamines via A3‐coupling of aldehydes, alkynes, and amines has been proposed. A wide range of aldehydes, alkynes and amine substrates undergo A3‐coupling to produce propargylamines in good to excellent yields with good functional tolerance, such as that towards alkoxy, hydroxy, C‐X (X = F, Cl, Br) as well as amide and C=C bonds. Furthermore, the catalyst could

  已经提出了通过醛，炔烃和胺的A 3偶联，异质的Pd-Cu NWs催化快速无溶剂合成炔丙基胺。各种醛，炔烃和胺底物经过A 3偶联生成炔丙基胺，收率好至极佳，且具有良好的功能耐受性，例如对烷氧基，羟基，C-X（X = F，Cl，Br）作为酰胺和C = C键 此外，该催化剂可以容易地回收并且可以重复使用至少5个循环而不会显示出明显的催化活性损失。
• 一种合成炔丙胺类化合物的新方法
  申请人：湖南大学

  公开号：CN107935801A

  公开（公告）日：2018-04-20

  本发明一种合成炔丙胺类化合物的新方法，其特征在于在无溶剂条件下，以Ag2CO3作催化剂，端炔、醛及胺为起始原料，在60‑110℃“一锅法”高效快速炔丙胺类化合物。
• Efficient multicomponent synthesis of propargylamines catalyzed by copper nanoparticles supported on metal-organic framework derived nanoporous carbon
  作者：Saisai Cheng、Ningzhao Shang、Cheng Feng、Shutao Gao、Chun Wang、Zhi Wang

  DOI：10.1016/j.catcom.2016.10.030

  日期：2017.1

  Cu nanoparticles were deposited on nanoporous carbon, MOF-5-C, which was fabricated by direct carbonization of MOF-5 without any additional carbon sources. The as-obtained catalyst ([email protected]) exhibited high catalytic activity due to the high surface area as well as hierarchical pores of MOF-5-C, and the synergetic interaction between the metal nanoparticles and support.

  Cu纳米颗粒沉积在纳米多孔碳MOF-5-C上，该碳是通过MOF-5的直接碳化而无需任何其他碳源制成的。如此获得的催化剂（[电子邮件保护]）由于具有高表面积和MOF-5-C的分级孔以及金属纳米颗粒与载体之间的协同作用，因此具有较高的催化活性。