1-(o-aminostyryl)naphthalene | 88909-85-7

• 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: 1-(o-aminostyryl)naphthalene
• 英文别名: 2-(trans-2-[1]naphthyl-vinyl)-aniline；2-(trans-2-[1]Naphthyl-vinyl)-anilin；2-[(E)-2-naphthalen-1-ylethenyl]aniline
• CAS: 88909-85-7
• 化学式: C₁₈H₁₅N
• 分子量: 245.324
• InChiKey: AQVPFPPSRIVJJA-OUKQBFOZSA-N

物化性质

• 沸点：
  441.9±25.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  1-(o-aminostyryl)naphthalene 在 四氢呋喃 、 乙醇 、 sodium nitrite 作用下， 生成 1-苯乙烯基萘
  参考文献：
  名称：

  Buchta, Kallert, Justus Liebigs Annalen der Chemie, 1952, vol. 576, p. 172,178

  摘要：

  DOI：
• 作为产物：
  描述：

  1-萘基甲基膦酸二乙酯 在 palladium on activated charcoal sodium hydride 、 肼 作用下， 以 乙醇 为溶剂， 反应 2.75h， 生成 1-(o-aminostyryl)naphthalene
  参考文献：
  名称：

  Synthesis of Aminochrysenes by the Oxidative Photocyclization of Acetylaminostilbenes.

  摘要：

  在碘和空气存在下，通过乙酰氨基二苯乙烯的氧化光环化反应，然后进行水解，合成了氨基二苯乙烯衍生物。

  DOI：

  10.1248/cpb.41.1853

文献信息

• Silver(I)-Mediated CH Amination of 2-Alkenylanilines: Unique Solvent-Dependent Migratory Aptitude
  作者：So Won Youn、Tae Yun Ko、Min Jung Jang、Su San Jang

  DOI：10.1002/adsc.201400759

  日期：2015.1.12

  A highly effective silver(I)‐mediated CH amination of 2‐alkenylanilines has been developed to afford a diverse range of substituted indoles. High functional group tolerance, broad substrate scope, simple/fast/high‐yielding reaction, and recovery/reuse of the inexpensive silver oxidant are noteworthy. Furthermore, an uncommon migratory process of β‐monosubstituted 2‐alkenylanilines with solvent‐dependence

  已开发出一种高效的银（I）介导的2-烯基苯胺的CH胺化反应，以提供各种取代的吲哚。值得注意的是，高官能团耐受性，广泛的底物范围，简单/快速/高产率的反应以及廉价的银氧化剂的回收/再利用。此外，还证明了具有溶剂依赖性的β-单取代2-烯基苯胺的不常见迁移过程。
• Synthesis of 2-Substituted Indoles through Visible Light-Induced Photocatalytic Cyclizations of Styryl Azides
  作者：Xu-Dong Xia、Jun Xuan、Qiang Wang、Liang-Qiu Lu、Jia-Rong Chen、Wen-Jing Xiao

  DOI：10.1002/adsc.201400527

  日期：2014.9.15

  A visible light‐induced photocatalytic intramolecular cyclization of styryl azides has been developed in the presence of the ruthenium complex Ru(bpy)3Cl2 (0.5 mol%) as photocatalyst at room temperature. The present photocatalytic strategy features operational simplicity as well as high functional group tolerance, and provides a facile access to various 2‐substituted N‐free indoles in good to excellent

  在室温下，在钌络合物Ru（bpy）3 Cl 2（0.5 mol％）作为光催化剂存在的情况下，已经开发了可见光诱导的苯乙烯叠氮化物的光催化分子内环化反应。当前的光催化策略具有操作简便以及对官能团的耐受性高的特点，并提供了以良好或优异的收率轻松获得各种2个取代的N无氮吲哚的方法。重要的是，本方法可以采用阳光作为光源以提供相应的产物而不会损失反应效率。
• Metal-Free Activation of DMF by Dioxygen: A Cascade Multiple-Bond-Formation Reaction to Synthesize 3-Acylindoles from 2-Alkenylanilines
  作者：Ji-Bo Wang、Yin-Long Li、Jun Deng

  DOI：10.1002/adsc.201700584

  日期：2017.10.4

  cascade C−N, C−C and C−O multiple‐bond‐formation reaction to synthesize 3‐acylindoles from 2‐alkenylanilines with DMF (N,N‐dimethylformamide) as a one‐carbon synthon is described. This approach employed dioxygen as a terminal oxidant and oxygen donor, generally provided the 3‐acylindoles in moderate to good yields. Moreover, the mechanistic investigation unambiguously revealed that the 2‐carbon of 3‐acylindole

  描述了一种级联的C，C和C的多键形成反应，以2烯基苯胺与DMF（N，N-二甲基甲酰胺）作为单碳合成子合成3-酰基环。该方法采用双氧作为末端氧化剂和氧供体，通常以中等至良好的产率提供3-酰基环。此外，机理研究清楚地表明，3-丙烯腈的2-碳源自DMF的N-甲基。
• Organic electroluminescent devices, aminostyrylnaphthalene compounds and synthesis intermediates thereof, and production processes of the same
  申请人：SONY CORPORATION

  公开号：EP1473349A2

  公开（公告）日：2004-11-03

  An organic electroluminescent device includes an anode, a cathode, and an organic layer having a light-emitting area and arranged between the anode and the cathode. The organic layer contains in at least a part thereof at least one aminostyrylnaphthalene compound represented by the following formula [I], [II] or [III]:    wherein R1, R2, R11, R12, R23 and R24 are each a phenyl or naphthyl group, R3, R4, R13, R14, R25 and R26 are each an electron attracting group such as a cyano group, and R5, R15 and R27 are each a substituent group such as an alkyl group.

  一种有机电致发光装置包括一个阳极、一个阴极和一个有机层，有机层具有发光区域并布置在阳极和阴极之间。有机层的至少一部分含有至少一种由下式[I]、[II]或[III]表示的氨基苯乙烯萘化合物： 其中 R1、R2、R11、R12、R23 和 R24 各为苯基或萘基，R3、R4、R13、R14、R25 和 R26 各为引电子基团如氰基，R5、R15 和 R27 各为取代基团如烷基。
• Organic electroluminescent devices, aminostyrylnaphthalene compound and synthesis intermediates thereof, and production processes of the same
  申请人：——

  公开号：US20040265627A1

  公开（公告）日：2004-12-30

  An organic electroluminescent device includes an anode, a cathode, and an organic layer having a light-emitting area and arranged between the anode and the cathode. The organic layer contains in at least a part thereof at least one aminostyrylnaphthalene compound represented by the following formula [I], [II] or [III]: 1 wherein R 1 , R 2 , R 11 , R 12 , R 23 and R 24 are each a phenyl or naphthyl group, R 3 , R 4 , R 13 , R 14 , R 25 and R 26 are each an electron attracting group such as a cyano group, and R 5 , R 15 and R 27 are each a substituent group such as an alkyl group.

  一种有机电致发光装置包括一个阳极、一个阴极和一个有机层，该有机层具有发光区域并布置在阳极和阴极之间。有机层中至少有一部分含有一种氨基苯乙烯萘化合物，其代表式如下：[I]、[II]或[III]： 1 其中 R 1 , R 2 , R 11 , R 12 , R 23 和 R 24 均为苯基或萘基，R 3 , R 4 , R 13 , R 14 , R 25 和 R 26 均为引电子基团，如氰基，且 R 5 , R 15 和 R 27 都是取代基，如烷基。