(E)-(2-styrylphenyl)methanamine | 54737-47-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-(2-styrylphenyl)methanamine
• 英文别名: 1-{2-[(E)-2-phenylvinyl]phenyl}methanamine；[2-[(E)-2-phenylethenyl]phenyl]methanamine
• CAS: 54737-47-2
• 化学式: C₁₅H₁₅N
• 分子量: 209.291
• InChiKey: IYEKXNDKKWXQLE-ZHACJKMWSA-N

物化性质

• 沸点：
  350.6±22.0 °C(Predicted)
• 密度：
  1.086±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-(2-styrylphenyl)methanamine 在 盐酸 作用下， 以 甲醇 为溶剂， 以81%的产率得到o-(2-phenylvinyl)benzylamine hydrochloride
  参考文献：
  名称：

  磷腈碱催化氨基烯烃加氢胺化构建异二氢吲哚支架：在马兜铃碱全合成中的应用

  摘要：

  建立了磷腈碱催化氨基烯烃分子内加氢胺化合成异二氢吲哚的方法。该反应具有广泛的官能团耐受性，包括卤化物、氰基和甲氧基，也可用于合成四氢异喹啉、吡咯烷和哌啶。该方法被用作马兜铃碱全合成的关键步骤，分六步进行，总产率为 35%。该策略涉及通过控制所需 C N 键的形成来构建异二氢吲哚核心，而相对不稳定的甲氧基甲基和芳基溴保持完整。

  DOI：

  10.1016/j.tetlet.2021.153599
• 作为产物：
  描述：

  苯甲亚胺酸乙酯 在 lithium aluminium tetrahydride 、 羰基镁 、 特戊酸钠 作用下， 以 乙二醇二甲醚 、 乙醚 为溶剂， 反应 5.5h， 生成 (E)-(2-styrylphenyl)methanamine
  参考文献：
  名称：

  锰催化的芳族NH-酰亚胺亚胺与炔烃的邻位CH-H烯基化反应：多功能获得单烯化芳族腈的途径

  摘要：

  到目前为止，还没有实现芳族腈与炔烃的直接CH H烯基化。在本文中，我们描述了芳族N-酰亚胺的锰催化的CH-H烯基化反应，从而获得了单烯基化的芳族腈。通过催化量的新戊酸钠的存在促进反应。简单的催化体系，良好的官能团相容性，出色的单/二烯基化选择性以及E / Z立体选择性也突出了该方案。

  DOI：

  10.1002/adsc.201600128

文献信息

• Aryl-and heteroaryl-substituted tetrahydrobenzazepines and use thereof to block reuptake of norepinephrine, dopamine, and serotonin
  申请人：Molino F. Bruce

  公开号：US20070021408A1

  公开（公告）日：2007-01-25

  The compounds of the present invention are represented by the following aryl- and heteroaryl-substituted tetrahydrobenzazepine and dihydrobenzazapine derivatives having formulae I(A-E) and formula (II): where the carbon atom designated * is in the R or S configuration, and the substituents X and R 1 -R 9 are as defined herein.

  本发明的化合物由以下具有式I(A-E)和式(II)的芳基和杂芳基取代的四氢苯并哌啶和二氢苯并哌啶衍生物表示：其中指定为*的碳原子处于R或S构型，取代基X和R1-R9如本文所定义。
• ARYL- AND HETEROARYL-SUBSTITUTED TETRAHYDROBENZAZEPINES AND USE THEREOF TO BLOCK REUPTAKE OF NOREPINEPHRINE, DOPAMINE, AND SEROTONIN
  申请人：MOLINO Bruce F.

  公开号：US20090118260A1

  公开（公告）日：2009-05-07

  The compounds of the present invention are represented by the following aryl- and heteroaryl-substituted tetrahydrobenzazepine and dihydrobenzazapine derivatives having formulae I(A-E) and formula (II): where the carbon atom designated * is in the R or S configuration, and the substituents X and R 1 -R 9 are as defined herein.

  本发明的化合物由以下具有式I（A-E）和式II的芳基和杂芳基取代的四氢苯并咪唑和二氢苯并咪唑衍生物表示：其中指定*的碳原子处于R或S构型，取代基X和R1-R9如本文所定义。
• Antiarrhythmic agents. 2-, 3-, and 4-Substituted benzylamines
  作者：David C. Remy、William A. Van Saun、Edward L. Engelhardt、Mary L. Torchiana、Clement A. Stone

  DOI：10.1021/jm00236a006

  日期：1975.2

  The synthesis of a series of 2-, 3-, and 4-substituted benzylamine derivatives is described. These compounds were studied for their effect on experimental cardiac arrhythmias. Many of the derivatives, but in particular 2-(p-methoxyphenylethynyl)benzylamine (3d), alpha,alpha-dimethyl-4y(phenylethynyl)benzylamine (7a), and alpha,alpha-dimethyl-4-phenethylbenzylamine (12g), showed good antiarrhythmic activity.
• Photophysics and Photochemistry of Intramolecular Stilbene-Amine Exciplexes
  作者：Frederick D. Lewis、Dario M. Bassani、Eric L. Burch、Bliss E. Cohen、Jeffrey A. Engleman、G. Dasharatha Reddy、Siegfried Schneider、Wighard Jaeger、Peter Gedeck、Michael Gahr

  DOI：10.1021/ja00107a010

  日期：1995.1

  The photophysical and photochemical behavior of a series of trans-(aminoalkyl)stilbenes in which a primary, secondary, or tertiary amine is appended to the stilbene ortho position with a methyl, ethyl, or propyl linker has been investigated. The tertiary (aminoalkyl)stilbenes form fluorescent exciplexes and undergo trans-cis isomerization, but fail to undergo intramolecular reactions analogous to intermolecular addition reactions observed for stilbene with tertiary amines. The photophysical behavior of the tertiary (aminoalkyl)stilbenes is dependent upon the choice of linker, solvent, and temperature. The secondary (aminoalkyl)stilbenes do not form fluorescent exciplexes but undergo intramolecular N-H addition to the stilbene double bond. Unlike the intermolecular reactions of substituted stilbenes with secondary amines, which yield mixtures of regioisomeric adducts and reduction products, the intramolecular reactions are highly selective, providing an efficient method for the synthesis of tetrahydrobenzazepines. Direct irradiation of the primary (aminoalkyl)stilbenes results only in trans-cis isomerization. However, irradiation in the presence of the electron acceptor p-dicyanobenzene results in regioselective intramolecular N-H addition to the stilbene double bond. These results are discussed in terms of the mechanisms of direct and electron-transfer-sensitized irradiation.
• ARYL-AND HETEROARYL-SUBSTITUTED TETRAHYDROBENZAZEPINES AND USE THEREOF TO BLOCK REUPTAKE OF NOREPINEPHRINE, DOPAMINE, AND SEROTONIN
  申请人：AMR Technology, Inc.

  公开号：EP1904069A2

  公开（公告）日：2008-04-02