1-(5-methyl-1-phenylhex-1-yn-3-yl)piperidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(5-methyl-1-phenylhex-1-yn-3-yl)piperidine
• 化学式: C₁₈H₂₅N
• 分子量: 255.403
• InChiKey: KYLDCUVAAWREIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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 、 异戊醛 在 锌 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以79%的产率得到1-(5-methyl-1-phenylhex-1-yn-3-yl)piperidine
  参考文献：
  名称：

  锌粉高效一锅法合成炔丙胺

  摘要：

  在温和的反应条件下，在没有助催化剂的情况下，使用锌粉，通过各种醛，炔烃和胺的三组分偶联，可以高效地完成炔丙基胺的一锅法合成。锌粉通过简单的离心定量回收并重复使用。

  DOI：

  10.1016/j.tetlet.2007.08.020

文献信息

• Aldehyde–alkyne–amine (A³) coupling catalyzed by a highly efficient dicopper complex
  作者：Hong-Bin Chen、Yan Zhao、Yi Liao

  DOI：10.1039/c5ra04729c

  日期：——

  A dicopper(i) complex was developed as highly efficient catalyst for A³ coupling reactions, which led to the formation of propargylamines.

  一种双铜（i）配合物被开发为高效催化剂，用于A3偶联反应，导致丙炔胺的形成。
• Magnetically separable Fe3O4 nanoparticles: an efficient catalyst for the synthesis of propargylamines
  作者：B. Sreedhar、A. Suresh Kumar、P. Surendra Reddy

  DOI：10.1016/j.tetlet.2010.02.016

  日期：2010.4

  Magnetically separable Fe3O4 nanoparticles endow with an efficient and economic route for the synthesis of propargylamines by the three-component coupling of aldehyde, amine, and alkyne through C–H activation. The reaction is especially effective for reactions involving aliphatic aldehydes and no additional co-catalyst or activator is required. High catalytic activity and ease of recovery using an

  磁性可分离的Fe 3 O 4纳米粒子通过醛类，胺类和炔烃通过C–H活化的三组分偶联，提供了一种高效而经济的合成炔丙胺的途径。该反应对于涉及脂族醛的反应特别有效，不需要额外的助催化剂或活化剂。高催化活性和使用外部磁场易于回收是该催化系统的其他环保特性。催化剂循环使用五次，而催化活性没有明显损失。
• Copper(I)-Catalyzed Decarboxylative Coupling of Propiolic Acids with Secondary Amines and Aldehydes
  作者：Denis S. Ermolat'ev、Huangdi Feng、Gonghua Song、Erik V. Van der Eycken

  DOI：10.1002/ejoc.201402338

  日期：2014.8

  propargylamines has been developed by copper(I)-catalyzed decarboxylative A3-coupling reaction of an alkynylcarboxylic acid with a secondary amine and an aldehyde. A wide range of diversely substituted propargylamines could be synthesized in high yields. The optimal reaction conditions are also effective for 3-alkylpropiolic acids and for terminal propiolic acid.

  通过炔基羧酸与仲胺和醛的铜 (I) 催化脱羧 A3 偶联反应，开发了一种高效的微波辅助合成叔炔胺。可以高产率合成多种不同取代的炔丙胺。最佳反应条件对 3-烷基丙炔酸和末端丙炔酸也有效。
• Synthesis and characterization of magnetic glycocyamine-modified chitosan as a biosupport for the copper immobilization and its catalytic activity investigation
  作者：F. Rafiee、F. Rezaie Karder

  DOI：10.1016/j.reactfunctpolym.2019.104434

  日期：2020.1

  coordination. The magnetization of modified chitosan was done using of Fe3O4 nanoparticles. In the presence of coordinated groups of glycocyamine containing amidino and carboxylate, copper ions were immobilized on this magnetic biopolymer. This new nanocomposite (Fe3O4@CSC@AG@Cu) was characterized by FT-IR, FE-SEM, EDX, XRD, VSM, DRS and ICP analysis. After which, its catalytic activity was examined in the three

  摘要Trichloro-1,3,5-triazine试剂用于壳聚糖功能化，并作为功能化壳聚糖和糖胺之间的桥梁，形成铜配位的生物配体。改性壳聚糖的磁化是使用Fe3O4纳米粒子完成的。在含有glyco基和羧酸根的糖胺的配位基团的存在下，铜离子被固定在该磁性生物聚合物上。通过FT-IR，FE-SEM，EDX，XRD，VSM，DRS和ICP分析对这种新型纳米复合材料（ @ CSC @ AG @ Cu）进行了表征。此后，在脂族和芳族醛，仲环胺和苯基乙炔的三个偶联反应中，对炔丙基胺衍生物的合成进行了催化活性研究。
• Postsynthetic modification of metal–organic framework as a highly efficient and recyclable catalyst for three-component (aldehyde–alkyne–amine) coupling reaction
  作者：Jin Yang、Pinhua Li、Lei Wang

  DOI：10.1016/j.catcom.2012.06.023

  日期：2012.10

  A MOF-supported Cu(I) catalyst bearing N,O-chelating ligand was prepared through postsynthetic modification of IRMOF-3 and used as an efficient heterogeneous catalyst for three-component coupling reaction of aldehyde, alkyne, and amine. The catalyst exhibited both high catalytic activity and stability for the reaction and the framework of Cu(I) catalyst was mainly maintained after the catalyst was

  通过IRMOF-3的后合成改性，制备了MOF负载的带有N，O螯合配体的Cu（I）催化剂，并用作醛，炔烃和胺的三组分偶联反应的高效多相催化剂。该催化剂表现出高的催化活性和反应稳定性，并且在催化剂重复使用四次后，主要保持了Cu（I）催化剂的骨架。