1-(1-(2-溴苯基)-3-苯基丙-2-炔-1-基)哌啶 | 1039186-11-2

• 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-(1-(2-溴苯基)-3-苯基丙-2-炔-1-基)哌啶
• 英文名称: 1-(1-(2-bromophenyl)-3-phenylprop-2-yn-1-yl)piperidine
• 英文别名: 1-[1-(2-Bromophenyl)-3-phenylprop-2-ynyl]piperidine
• CAS: 1039186-11-2
• 化学式: C₂₀H₂₀BrN
• 分子量: 354.289
• InChiKey: WPTNXKAJJQMXPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 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：

  哌啶 、 苯乙炔 、 邻溴苯甲醛 在 C₃₂H₂₅ClCuN₆O₉ 作用下， 以 甲苯 为溶剂， 以83%的产率得到1-(1-(2-溴苯基)-3-苯基丙-2-炔-1-基)哌啶
  参考文献：
  名称：

  衍生自salen型配体的铜基催化剂：通过[3 + 2]环加成反应合成5取代的1H-四唑，通过A3偶联反应合成炔丙基胺

  摘要：

  由不对称席夫配体衍生的Salen型贱金属铜（II）配合物由配体L1H至L4H设计并合成，产率中等。合成的不对称配体L1H至L4H和相应的铜配合物（1-4）通过紫外可见，红外和ESI-MS光谱学研究表征。配合物1、2和4的分子结构通过X射线晶体学测定。铜配合物（1-4）被用作[3 + 2]环加成和A3-偶联反应的催化剂。萨伦型配体和金属通过配体的主动参与的共同方法可以实现催化反应。提出了反应途径，并通过ESI-MS光谱研究成功表征了催化循环中可能存在的中间物种。

  DOI：

  10.1039/d0nj03081c

文献信息

• Magnetic AgNPs/Fe₃O₄@chitosan/PVA nanocatalyst for fast one-pot green synthesis of propargylamine and triazole derivatives
  作者：Kousar Ghasemi、Mahdieh Darroudi、Marjan Rahimi、Hossein Rouh、Anju R. Gupta、Chun Cheng、Abbas Amini

  DOI：10.1039/d1nj02354c

  日期：——

  A new green magnetic nanocatalyst was introduced for one-pot fast synthesis of propargylamine and triazole derivatives. Chitosan bio-polymeric chains were functionalized with polyvinyl alcohol (PVA) and then templated with silver nanoparticles (AgNPs) and magnetic Fe3O4 to obtain the AgNPs/Fe3O4@chitosan/PVA composite. Spectral and analytical examinations were conducted using X-ray diffraction, Fourier

  介绍了一种新型绿色磁性纳米催化剂，用于一锅法快速合成炔丙胺和三唑衍生物。壳聚糖生物聚合物链用聚乙烯醇 (PVA) 功能化，然后用银纳米粒子 (AgNPs) 和磁性 Fe 3 O 4模板化，以获得 AgNPs/Fe 3 O 4@壳聚糖/聚乙烯醇复合材料。使用 X 射线衍射、傅里叶变换红外光谱、扫描电子显微镜、透射电子显微镜、振动样品磁强计和能量色散 X 射线光谱进行光谱和分析检查，以了解所获得的结构、形态和理化特征。磁性纳米复合材料和具有 Fe 3 O 4核的纳米复合材料表面上 AgNPs 的均匀分布。AgNPs/Fe 3 O 4 @壳聚糖/PVA纳米催化剂用于通过多组分A 3合成炔丙胺和三唑衍生物等生物活性化合物- 耦合和点击反应。通过低成本、简便、一锅法和环境友好的方案，在环境条件下以高产率获得催化产物。多相磁性催化剂的可重复使用性也得到证实，最多可重复使用六个循环，催化活性没有任何显着损失，并且催化剂易于分离。
• Catalyst‐Controlled Dual Reactivity of Sulfonimidamides: Synthesis of Propargylamines and <i>N</i> ‐Propargyl Sulfonimidamides
  作者：Irfana Jesin C. P.、Ganesh Chandra Nandi

  DOI：10.1002/chem.201805000

  日期：2019.1.14

  amines and nucleophiles depending on the reaction conditions to access propargylamines and N‐propargyl SIAs, respectively. The amine part of SIAs has been cleaved in an InCl3‐catalyzed three‐component A3 coupling reaction with aldehyde and acetylene to yield propargylamine. Moreover, N‐propargyl SIAs were obtained via the direct‐imination of propargyl alcohols in the presence of BF3⋅OEt2.

  磺酰亚胺酰胺（SIA）既可以充当替代胺，又可以充当亲核试剂，具体取决于分别访问炔丙基胺和N炔丙基SIA的反应条件。SIAs的胺部分已在InCl 3催化的三组分A 3与醛和乙炔的偶联反应中裂解，生成炔丙基胺。此外，Ñ通过在BF的存在炔丙基醇的直接亚胺化得到-propargyl补充免疫3 ⋅OEt 2。
• Cu(II) salen complex catalyzed synthesis of propargylamines by a three-component coupling reaction
  作者：Mahmood Tajbaksh、Maryam Farhang、Hamid Reza Mardani、Rahman Hosseinzadeh、Yaghoub Sarrafi

  DOI：10.1016/s1872-2067(12)60683-4

  日期：2013.12

  A one pot three-component coupling reaction of phenylacetylene, aldehyde, and amine derivatives in the presence of Cu(II) Salen complex as an efficient heterogeneous catalyst under solvent-free conditions is reported. The catalyst displayed high activity and afforded the corresponding propargylamines in good to excellent yields. This method provides a wide range of substrate applicability. The catalyst was reused several times without significant loss of its catalytic activity. (C) 2013, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
• Supported Gold(III) Catalysts for Highly Efficient Three-Component Coupling Reactions
  作者：Xin Zhang、Avelino Corma

  DOI：10.1002/anie.200800098

  日期：2008.5.26
• Direct synthesis of two-dimensional mesoporous copper silicate as an efficient catalyst for synthesis of propargylamines
  作者：Mamidi Srinivas、Pavuluri Srinivasu、Suresh K. Bhargava、Mannepalli Lakshmi Kantam

  DOI：10.1016/j.cattod.2013.02.006

  日期：2013.6

  Ordered mesoporous two-dimensional coppersilicate catalyst (CuSBA-15) has been prepared by direct method under acidic conditions. The catalyst is characterized by XRD, nitrogen sorption and HR-TEM. The nitrogen adsorption measurement indicates that the materials possess BET specific surface area ca. 692 m(2)/g. Electron microscopy images prove that the CuSBA-15 possesses ordered structure with uniform pore channels. Further, the catalyst is utilized for three component coupling reaction of aldehydes, amines and alkynes, for the efficient synthesis of propargylamine and their derivatives. The effect of aliphatic aldehydes and solvents on corresponding products is systematically investigated. The CuSBA-15 catalyst shows excellent yields in short reaction time. (C) 2013 Elsevier B.V. All rights reserved.