N-benzyl-N-(4-methoxybenzyl)-3-phenylprop-2-yn-1-amine | 1202221-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-N-(4-methoxybenzyl)-3-phenylprop-2-yn-1-amine
• 英文别名: N-benzyl-N-[(4-methoxyphenyl)methyl]-3-phenylprop-2-yn-1-amine
• CAS: 1202221-97-3
• 化学式: C₂₄H₂₃NO
• 分子量: 341.453
• InChiKey: QCMDKPRLWWMKPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴化氰 、 N-benzyl-N-(4-methoxybenzyl)-3-phenylprop-2-yn-1-amine 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 24.0h， 以90%的产率得到N-benzyl-N-(3-phenylprop-2-ynyl)cyanamide
  参考文献：
  名称：

  Synthesis of 2-Thio- and 2-Oxoimidazoles via Cascade Addition−Cycloisomerization Reactions of Propargylcyanamides

  摘要：

  A methodology to generate 2-thio- and 2-oxoimidazoles through an addition-cyclization-isomerization reaction of propargylcyanamides with thiol and alcohol nucleophiles is described. In general, the reaction sequence allows for the rapid formation of highly substituted 2-thio- and 2-oxoimidazoles in good to excellent yields.

  DOI：

  10.1021/jo902326d
• 作为产物：
  描述：

  聚合甲醛 、 苄基-(4-甲氧基苄基)胺 、 苯乙炔 在 copper(I) bromide 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 以90%的产率得到N-benzyl-N-(4-methoxybenzyl)-3-phenylprop-2-yn-1-amine
  参考文献：
  名称：

  Synthesis of 2-Thio- and 2-Oxoimidazoles via Cascade Addition−Cycloisomerization Reactions of Propargylcyanamides

  摘要：

  A methodology to generate 2-thio- and 2-oxoimidazoles through an addition-cyclization-isomerization reaction of propargylcyanamides with thiol and alcohol nucleophiles is described. In general, the reaction sequence allows for the rapid formation of highly substituted 2-thio- and 2-oxoimidazoles in good to excellent yields.

  DOI：

  10.1021/jo902326d

文献信息

• Metal-free multicomponent coupling reaction of aliphatic amines, formaldehyde, organoboronic acids, and propiolic acids for the synthesis of diverse propargylamines
  作者：Jiayi Wang、Qiaoying Shen、Jiayu Zhang、Gonghua Song

  DOI：10.1016/j.tetlet.2014.12.142

  日期：2015.2

  A metal-free multicomponent coupling reaction of aliphatic amines, formaldehyde, organoboronic acids, and propiolic acids has been reported for the synthesis of diverse propargylamines. This transformation involves a MCR2 of PBM and decarboxylative three-component coupling reactions.

  据报道，脂肪族胺，甲醛，有机硼酸和丙酸的无金属多组分偶联反应可用于合成各种炔丙基胺。该转化涉及PBM的MCR 2和脱羧三组分偶联反应。
• Room temperature multicomponent synthesis of diverse propargylamines using magnetic CuFe 2 O 4 nanoparticle as an efficient and reusable catalyst
  作者：Jia-Yu Zhang、Xi Huang、Qiao-Ying Shen、Jia-Yi Wang、Gong-Hua Song

  DOI：10.1016/j.cclet.2017.05.012

  日期：2018.1

  Abstract Copper ferrite (CuFe2O4) nanoparticles catalyzed room temperature multicomponent reaction of aliphatic amines, formaldehyde, arylboronic acids and alkynyl carboxylic acids was reported for the synthesis of diverse propargylamines with good to excellent yields. The catalyst can be magnetically recovered and reused at least five times without significant loss of activity.

  摘要报道了铁酸铜（CuFe2O4）纳米颗粒在室温下催化脂肪族胺，甲醛，芳基硼酸和炔基羧酸的多组分反应，合成了各种炔丙基胺，收率良好。催化剂可以被磁性回收并重复使用至少五次，而不会显着降低活性。
• Mild and Catalyst-Free Petasis/Decarboxylative Domino Reaction: Chemoselective Synthesis of <i>N</i>-Benzyl Propargylamines
  作者：Huangdi Feng、Huihui Jia、Zhihua Sun

  DOI：10.1021/jo502349a

  日期：2014.12.5

  domino reactions are attractive for assembling functionalized compounds. To this end, a one-pot catalyst-free chemoselective synthesis of N-benzyl propargylamines is reported with good functional group compatibility. This mild process involves in situ formation of an active amine through Petasis reaction of primary amines, formaldehyde solution, and boronic acids, which reacts with propiolic acids to give

  多组分多米诺反应对于组装功能化化合物具有吸引力。为此，报道了具有良好官能团相容性的N-苄基炔丙基胺的一锅无催化剂的化学选择性合成。这种温和的过程涉及通过伯胺，甲醛溶液和硼酸的Petasis反应在原位形成活性胺，后者与丙酸反应，通过脱羧偶联反应以高达94％的收率得到产物。
• Synthesis of 2-Thio- and 2-Oxoimidazoles via Cascade Addition−Cycloisomerization Reactions of Propargylcyanamides
  作者：Robert L. Giles、Richard A. Nkansah、Ryan E. Looper

  DOI：10.1021/jo902326d

  日期：2010.1.1

  A methodology to generate 2-thio- and 2-oxoimidazoles through an addition-cyclization-isomerization reaction of propargylcyanamides with thiol and alcohol nucleophiles is described. In general, the reaction sequence allows for the rapid formation of highly substituted 2-thio- and 2-oxoimidazoles in good to excellent yields.