(E)-2-methyl-N-(4-phenylbut-3-en-2-yl)aniline | 1394171-46-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-2-methyl-N-(4-phenylbut-3-en-2-yl)aniline
• 英文别名: 2-methyl-N-[(E)-4-phenylbut-3-en-2-yl]aniline
• CAS: 1394171-46-0
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: PFVBIIYHISMXEI-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-methyl-N-(4-phenylbut-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)-2-methyl-N-((E)-4-phenylbut-3-en-2-ylidene)aniline oxide 、 (Z)-2-methyl-N-((E)-4-phenylbut-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：

  反式肉桂醛 在 magnesium sulfate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 15.0h， 生成 (E)-2-methyl-N-(4-phenylbut-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。
• [EN] BIS(PHOSPHINE)-CARBODICARBENE CATALYST COMPLEXES AND METHODS OF USING THE SAME<br/>[FR] COMPLEXES CATALYTIQUES DE TYPE BIS(PHOSPHINE)CARBODICARBÈNE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV NORTH CAROLINA

  公开号：WO2015159225A1

  公开（公告）日：2015-10-22

  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.

  描述了一种三牙双(膦)-碳双卡宾配体和过渡金属的有机金属配合物。在某些实施例中，配体具有如下式(I)的结构：这些配合物可用于制备烯丙胺的方法，通过在存在这种有机金属配合物的情况下，将1,3-二烯与取代胺反应，通过分子间水胺化反应产生烯丙胺。
• 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.
• A modular approach to α,β-unsaturated N-aryl ketonitrones
  作者：Tyler S. Hood、C. Bryan Huehls、Jiong Yang

  DOI：10.1016/j.tetlet.2012.06.083

  日期：2012.8

  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.