(E)-N-(4-(4-methoxyphenyl)but-3-en-2-yl)aniline | 1394171-52-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-N-(4-(4-methoxyphenyl)but-3-en-2-yl)aniline
• 英文别名: N-[(E)-4-(4-methoxyphenyl)but-3-en-2-yl]aniline
• CAS: 1394171-52-8
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: RBZIANHQGGUCLH-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-N-(4-(4-methoxyphenyl)but-3-en-2-yl)aniline 在 disodium ethylenediaminetetraacetic acid 、 碳酸氢钠 、 Oxone 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 生成 (Z)-N-((E)-4-(4-methoxyphenyl)but-3-en-2-ylidene)aniline oxide 、 (Z)-N-((E)-4-(4-methoxyphenyl)but-3-en-2-ylidene)aniline oxide
  参考文献：
  名称：

  A modular approach to α,β-unsaturated N-aryl ketonitrones

  摘要：

  A modular approach to alpha,beta-unsaturated N-aryl ketonitrones has been developed. Specifically, condensation of anilines and enals followed by alkylation of the resulting alpha,beta-unsaturated imines provided N-allyl anilines, which were subjected to oxidation with Oxone (R) to form alpha,beta-unsaturated N-aryl ketonitrones. This modular approach is general and provides rapid access to diversely substituted alpha,beta-unsaturated N-aryl ketonitrones with a single purification step in good yields. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.083
• 作为产物：
  描述：

  苯胺 在 magnesium sulfate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 15.0h， 生成 (E)-N-(4-(4-methoxyphenyl)but-3-en-2-yl)aniline
  参考文献：
  名称：

  A modular approach to α,β-unsaturated N-aryl ketonitrones

  摘要：

  A modular approach to alpha,beta-unsaturated N-aryl ketonitrones has been developed. Specifically, condensation of anilines and enals followed by alkylation of the resulting alpha,beta-unsaturated imines provided N-allyl anilines, which were subjected to oxidation with Oxone (R) to form alpha,beta-unsaturated N-aryl ketonitrones. This modular approach is general and provides rapid access to diversely substituted alpha,beta-unsaturated N-aryl ketonitrones with a single purification step in good yields. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.083

文献信息

• Intermolecular Hydroamination of 1,3-Dienes Catalyzed by Bis(phosphine)carbodicarbene–Rhodium Complexes
  作者：Matthew J. Goldfogel、Courtney C. Roberts、Simon J. Meek

  DOI：10.1021/ja502275w

  日期：2014.4.30

  (CDC)-based pincer ligand scaffold is reported, along with its application to site-selective Rh(I)-catalyzed intermolecular hydroamination of 1,3-dienes with aryl and alkyl amines. To the best of our knowledge, this is the first example of the use of a well-defined CDC complex as an efficient catalyst. Transformations proceed in the presence of 1.0-5.0 mol % Rh complex at 35-120 °C; allylic amines are obtained

  报道了一种基于碳二碳烯 (CDC) 的钳形配体支架，以及其在位点选择性 Rh(I) 催化的 1,3-二烯与芳基和烷基胺的分子间加氢胺化中的应用。据我们所知，这是使用明确定义的 CDC 复合物作为有效催化剂的第一个例子。在 1.0-5.0 mol % Rh 络合物的存在下，在 35-120 °C 下进行转化；烯丙胺的产率高达 97%，位点选择性 >98:2。
• Kinetics and Mechanisms of the Gold-Catalyzed Hydroamination of Axially Chiral 1-Aryl-1,2-butadienes with Aniline
  作者：Robert J. Harris、Kohki Nakafuku、Robert G. Carden、Jacob C. Timmerman、Ross A. Widenhoefer

  DOI：10.1021/acs.organomet.2c00354

  日期：2022.10.10

  2-butadienes (R)-(4-C6H4R)C(H)=C=C(H)Me [R = Ph (1a), OMe (1b)] with aniline catalyzed by (IPr)AuOTf have been investigated employing a combination of kinetic and stereochemical analyses and in situ spectroscopy of catalytically active mixtures. These experiments were consistent with mechanisms involving essentially irreversible displacement of aniline from [(IPr)Au(NH2Ph)]+ by allene (R)-1 to form the enantiomerically

  对映体富集的轴向手性 ( R )-1- aryl -1,2-butadienes ( R )-(4-C 6 H 4 R)C(H)=C=C(H)Me 的加氢胺化机理 [ R = Ph ( 1a ), OMe ( 1b )] 已通过结合动力学和立体化学分析以及催化活性混合物的原位光谱研究了由 (IPr)AuOTf 催化的苯胺。这些实验与涉及苯胺从 [(IPr)Au(NH 2 Ph)] +被丙二烯 ( R )- 1以形成对映体富集的金-π-丙二烯中间体 (R )-(IPr)Au[η 2 -( R )-ArC(H)=C=C(H)Me]} + [( R )- I ]，然后进行单分子立体突变形成外消旋金-π-丙二烯中间体rac - I。中间体rac - I依次进行丙二烯置换形成外消旋丙二烯rac - 1或 C-N 键形成/原型去氧化形成外消旋 ( E )- N -(4-aryl-3-buten-2-yl)aniline
• BIS(PHOSPHINE)-CARBODICARBENE CATALYST COMPLEXES AND METHODS OF USING THE SAME
  申请人：The University of North Carolina at Chapel Hill

  公开号：US20170029453A1

  公开（公告）日：2017-02-02

  An organometallic complex of a tridentate bis(phosphine)-carbodicarbene ligand and a transition metal, is described. In some embodiments the ligand has the structure of Formula (I): The complexes are useful in methods of making an allylic amine carried out by reacting a 1,3-diene with a substituted amine in the presence of such an organometallic complex to produce by intermolecular hydroamination the allylic amine.