4-methyl-N-(1-phenylbut-3-enyl)benzenamine | 944476-04-4

• 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: 4-methyl-N-(1-phenylbut-3-enyl)benzenamine
• 英文别名: N-[1-(furan-2-yl)but-3-enyl]-4-methylbenzeneamine；N-(1-(furan-2-yl)but-3-enyl)-4-methylbenzenamine；N-[1-(furan-2-yl)but-3-enyl]-4-methylaniline
• CAS: 944476-04-4
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: GKYLPXRTBYSMLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  25.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(呋喃-2-基)-N-(4-甲基苯基)甲亚胺 、 3-溴丙烯 在 锌 作用下， 以85%的产率得到4-methyl-N-(1-phenylbut-3-enyl)benzenamine
  参考文献：
  名称：

  锌粉介导的醛亚胺的无溶剂烯丙基化和苄基化

  摘要：

  描述了一种在无溶剂条件下由锌粉介导的醛胺的烯丙基化和苄基化的快速有效方法。该程序操作简单，区域选择性高，并且收率良好。

  DOI：

  10.1016/j.tetlet.2009.03.184

文献信息

• Solvent-free allylation and benzylation of aldimines mediated by zinc powder
  作者：Yumei Zhang、Tingli Yan、Wei Cheng、Jianming Zuo、Weijie Zhao

  DOI：10.1016/j.tetlet.2009.03.184

  日期：2009.6

  A rapid and efficient procedure for allylation and benzylation of aldimines mediated by zinc powder under solvent-free conditions is described. The procedure is operationally simple, higher regioselective, and gives good to excellent yields.

  描述了一种在无溶剂条件下由锌粉介导的醛胺的烯丙基化和苄基化的快速有效方法。该程序操作简单，区域选择性高，并且收率良好。
• A Simple and Efficient Method for the Three-Component Synthesis of Homoallylic Amines Catalyzed by Indium Triflate
  作者：A. Narsaiah、J. Kumar、P. Narsimha

  DOI：10.1055/s-0029-1219762

  日期：2010.5

  Indium triflate catalyzes efficiently the one-pot three-component condensation of aldehydes, amines, and allyltributylstannane to afford the corresponding products of homoallylic amines in excellent yields at room temperature. All reactions were carried out using the catalyst in 10 mol%. This methodology was successfully applied to a variety of aldehydes and amines. aldehydes - amines - allyltributylstannane

  三氟甲磺酸铟有效地催化醛，胺和烯丙基三丁基锡烷的一锅三组分缩合反应，从而在室温下以优异的收率得到相应的均烯丙基胺产物。所有反应均使用10摩尔％的催化剂进行。该方法已成功应用于各种醛和胺。 醛-胺-烯丙基三丁基锡烷-三氟甲磺酸铟-均烯丙基胺
• Antifungal and cytotoxic activities of some N-substituted aniline derivatives bearing a hetaryl fragment
  作者：Vladímir V. Kouznetsov、Leonor Y. Vargas Méndez、Maximiliano Sortino、Yelkaira Vásquez、Mahabir P. Gupta、Mónica Freile、Ricardo D. Enriz、Susana A. Zacchino

  DOI：10.1016/j.bmc.2007.10.034

  日期：2008.1

  hetaryl fragments were easily prepared from corresponding aldimines derived from commercially available aromatic aldehydes and anilines. 2-Furyl substituted anilines showed very good antifungal activities against dermatophytes, particularly against Trichophyton rubrum (MIC=3.12-6.25microg/mL). In addition, all active compounds, 45-47, 73, and 74, were tested for cytotoxic activities against breast (MCF-7)

  带有杂芳基片段的不同的N-取代苯胺可以容易地由衍生自商业上可得的芳族醛和苯胺的相应的亚胺制备。2-Furyl取代的苯胺对皮肤真菌，特别是对毛癣菌（MIC = 3.12-6.25microg / mL）表现出非常好的抗真菌活性。此外，测试了所有活性化合物45-47、73和74的抗乳腺癌（MCF-7），肺癌（H-460）和中枢神经系统（SF-268）人类癌细胞系的细胞毒活性。 NCI-抗癌药物筛选。本文所描述的胺的活性以及大多数胺的低毒性，为无毒新型抗真菌剂的未来发展显示了希望。
• Solvent-Free Addition Reaction of Allylzinc Bromide and Aldimines
  作者：Yumei Zhang、Minghu Han、Tingli Yan

  DOI：10.1080/00397911.2011.565141

  日期：2012.9.15

  Barbier-type allylation of aldimines with allylzinc bromide took place rapidly under solvent-free conditions. The procedure is environmentally benign and operationally simple, has good regioselectivity, and gives good to excellent yields.