(E)‐1‐phenyl‐N‐(2‐vinylphenyl)methanimine | 875897-55-5

• 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: (E)‐1‐phenyl‐N‐(2‐vinylphenyl)methanimine
• 英文别名: (E)-1-phenyl-N-(2-vinylphenyl)methanimine；(E)-N-benzylidene-2-vinylaniline
• CAS: 875897-55-5
• 化学式: C₁₅H₁₃N
• 分子量: 207.275
• InChiKey: DOAGYQWYHNMSLI-FOWTUZBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)‐1‐phenyl‐N‐(2‐vinylphenyl)methanimine 在 lithium diisopropyl amide 作用下， 以 乙醚 为溶剂， 反应 20.0h， 生成 2-ethenyl-N-methyl-N-(1-phenylprop-2-enyl)aniline
  参考文献：
  名称：

  Pd-catalyzed arylation/ring-closing metathesis approach to azabicycles

  摘要：

  Palladium-catalyzed arylation followed by Grignard addition to imines and ring-closing metathesis, using Grubbs' catalysts, provides a route to six-, seven-, and eight-membered azabicycles. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.070
• 作为产物：
  描述：

  N-(2-碘苯基)氨基甲酸甲酯 在 四(三苯基膦)钯 、 magnesium sulfate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 (E)‐1‐phenyl‐N‐(2‐vinylphenyl)methanimine
  参考文献：
  名称：

  Pd-catalyzed arylation/ring-closing metathesis approach to azabicycles

  摘要：

  Palladium-catalyzed arylation followed by Grignard addition to imines and ring-closing metathesis, using Grubbs' catalysts, provides a route to six-, seven-, and eight-membered azabicycles. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.070

文献信息

• Highly Diastereo- and Enantioselective CuH-Catalyzed Synthesis of 2,3-Disubstituted Indolines
  作者：Erhad Ascic、Stephen L. Buchwald

  DOI：10.1021/jacs.5b02316

  日期：2015.4.15

  diastereo- and enantioselective CuH-catalyzed method for the preparation of highly functionalized indolines is reported. The mild reaction conditions and high degree of functional group compatibility as demonstrated with substrates bearing heterocycles, olefins, and substituted aromatic groups, renders this technique highly valuable for the synthesis of a variety of cis-2,3-disubstituted indolines in high

  报道了一种用于制备高度官能化二氢吲哚的非对映选择性和对映选择性 CuH 催化方法。温和的反应条件和高度的官能团兼容性（如带有杂环、烯烃和取代芳基的底物所证明的）使得该技术对于以高产率和对映选择性合成各种顺式 2,3-二取代二氢吲哚具有很高的价值.
• CATALYSTS FOR EFFICIENT Z-SELECTIVE METATHESIS
  申请人：Trustees of Boston College

  公开号：US20140371454A1

  公开（公告）日：2014-12-18

  The present application provides, among other things, compounds and methods for metathesis reactions. In some embodiments, provided compounds promote highly efficient and highly Z-selective metathesis. In some embodiments, provided compounds and methods are particularly useful for producing allyl alcohols. In some embodiments, provided compounds have the structure of formula I. In some embodiments, provided compounds comprise ruthenium, and a ligand bonded to ruthenium through a sulfur atom.

  本申请提供了化合物和用于交换反应的方法，其中所提供的化合物在某些实施方式中促进高效和高度Z-选择性的交换反应。在某些实施方式中，所提供的化合物和方法特别适用于生产烯丙醇。在某些实施方式中，所提供的化合物具有式I的结构。在某些实施方式中，所提供的化合物包含钌，并且与钌通过硫原子结合的配体。
• A Facile Synthesis of Vicinal Diamines Promoted by Low-Valent Niobium: Preparation of Chiral Octahydrobiisoquinolines and Their Application to Catalytic Asymmetric Synthesis
  作者：Shigeru Arai、Satoshi Takita、Atsushi Nishida

  DOI：10.1002/ejoc.200500301

  日期：2005.12

  homocoupling of imines to give vicinal diamines promoted by low-valent niobium, generated by treatment of NbCl5 with zinc powder, is described. The desired products were obtained in good to excellent yields. Dihydroisoquinoline derivatives also gave the coupling products with good diastereoselectivities (D,L/meso). Optical resolution of the racemic octahydrobiisoquinolines was achieved and their complexes

  描述了通过用锌粉处理 NbCl5 产生的低价铌促进亚胺的有效均偶联以产生邻二胺。以良好至极好的收率获得了所需产物。二氢异喹啉衍生物也产生具有良好非对映选择性（D,L/meso）的偶联产物。实现了外消旋八氢双异喹啉的光学拆分，并将它们与 CuI 的配合物用于 β-萘酚的催化不对称氧化偶联。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• Copper-Catalyzed Borylative Cyclization of Substituted <i>N</i>-(2-Vinylaryl)benzaldimines
  作者：He-Min Wang、Hao Zhou、Qing-Song Xu、Tai-Shang Liu、Chen-Lu Zhuang、Mei-Hua Shen、Hua-Dong Xu

  DOI：10.1021/acs.orglett.8b00213

  日期：2018.4.6

  A t-BuOCu-initiated reaction sequence of styrene borometalation and intramolecular imine addition has been achieved using a Cu(OTf)2/dppf combination as catalyst. The product of this reaction cascade is a useful 2,3-disubstituted indoline bearing a versatile boryl moiety and is formed with sole cis-selectivity. To account for the observation of the exclusive formation of cis-stereoisomers, a transition

  甲叔苯乙烯borometalation和分子内亚胺加入BuOCu发起的反应序列已经被使用的Cu（OTF）达到2 / DPPF组合作为催化剂。该反应级联的产物是有用的2，3-二取代的二氢吲哚，其带有通用的硼烷基部分，并且具有唯一的顺式选择性。为了解释观察到的顺式-立体异构体的排他性形成，提出了一种以铜-亚胺配位为特征的过渡态。描述了在合成抗氧化剂四氢茚并吲哚中的应用。
• Copper-Catalyzed Diastereo- and Enantioselective Borylative Cyclization: Synthesis of Enantioenriched 2,3-Disubstituted Indolines
  作者：Ge Zhang、Aijie Cang、Ying Wang、Yanfei Li、Guoxing Xu、Qian Zhang、Tao Xiong、Qian Zhang

  DOI：10.1021/acs.orglett.8b00246

  日期：2018.4.6

  The development of an efficient, straightforward approach for access to a wide range of enantioenriched boron-containing 2,3-disubstituted indolines via highly chemo-, diastereo-, and enantioselective copper-catalyzed intramolecular boraylative cyclization of readily available 2-styrylimines is reported. This reaction proceeds under very mild conditions and displays a high degree of functional group

  据报道，已开发出一种高效，直接的方法，可通过高度化学，非对映和对映选择性的铜催化的分子内芳基硼化环化反应容易获得的2-苯乙烯丁烯，获得广泛的对映体富集的含硼2,3-二取代的二氢吲哚。该反应在非常温和的条件下进行，并显示出高度的官能团相容性。克级反应和手性硼酸化二氢吲哚的进一步转化证明了这种方法的实用性。