(E)-2-苯基-3-(4-甲氧基苯基)丙烯腈 | 52565-58-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: (E)-2-苯基-3-(4-甲氧基苯基)丙烯腈
• 英文名称: 2-Acetyl-4-phenyl-pyridin
• 英文别名: 1-(4-Phenylpyridin-2-yl)ethan-1-one；1-(4-phenylpyridin-2-yl)ethanone
• CAS: 52565-58-9
• 化学式: C₁₃H₁₁NO
• 分子量: 197.236
• InChiKey: FUMHVLMTCDBADZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-苯基-3-(4-甲氧基苯基)丙烯腈 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到1-(4-phenyl-1-oxido-2-pyridinyl)ethanone
  参考文献：
  名称：

  Enantioselective Addition of Nitromethane to 2-Acylpyridine N-Oxides. Expanding the Generation of Quaternary Stereocenters with the Henry Reaction

  摘要：

  The direct asymmetric Henry reaction with prochiral ketones, leading to tertiary nitroaldols, is an elusive reaction so far limited to a reduced number of reactive substrates such as trifluoromethyl ketones or alpha-keto carbonyl compounds. Expanding the scope of this important reaction, the direct asymmetric addition of nitromethane to 2-acylpyridine N-oxides catalyzed by a BOX-Cu(II) complex to give the corresponding pyridine-derived tertiary nitroaldols having a quaternary stereogenic center with variable yields and good enantioselectivity, is described.

  DOI：

  10.1021/ol500082d
• 作为产物：
  描述：

  4-苯基吡啶甲酸乙酯 在 sodium ethanolate 、 乙酸乙酯 、 苯 作用下， 生成 (E)-2-苯基-3-(4-甲氧基苯基)丙烯腈
  参考文献：
  名称：

  The Preparation of Some Substituted 2,6-Bis-(2-pyridyl)-pyridines

  摘要：

  DOI：

  10.1021/ja01603a036

文献信息

• Metal-, Photocatalyst-, and Light-Free Minisci C–H Acetylation of N-Heteroarenes with Vinyl Ethers
  作者：Jianyang Dong、Jianhua Liu、Hongjian Song、Yuxiu Liu、Qingmin Wang

  DOI：10.1021/acs.orglett.1c01310

  日期：2021.6.4

  Herein, we report a mild, operationally simple method for Minisci C–H acetylation of N-heteroarenes using vinyl ethers as robust, inexpensive acetyl sources. The reactions do not require a conventional photocatalysis, electrocatalysis, metal catalysis, light activation, or high temperature. This method is thus significantly more sustainable than previously reported methods in terms of cost, reagent

  在此，我们报告了一种温和、操作简单的 N-杂芳烃 Minisci C-H 乙酰化方法，使用乙烯基醚作为稳定、廉价的乙酰基来源。该反应不需要传统的光催化、电催化、金属催化、光活化或高温。因此，在成本、试剂毒性和废物产生方面，这种方法比以前报道的方法更具可持续性。该协议有望从丰富的原料材料中获得医学相关分子。
• The Preparation of Some Substituted 2,6-Bis-(2-pyridyl)-pyridines
  作者：Francis H. Case、Thomas J. Kasper

  DOI：10.1021/ja01603a036

  日期：1956.11
• Enantioselective Addition of Nitromethane to 2-Acylpyridine <i>N</i>-Oxides. Expanding the Generation of Quaternary Stereocenters with the Henry Reaction
  作者：Melireth Holmquist、Gonzalo Blay、M. Carmen Muñoz、José R. Pedro

  DOI：10.1021/ol500082d

  日期：2014.2.21

  The direct asymmetric Henry reaction with prochiral ketones, leading to tertiary nitroaldols, is an elusive reaction so far limited to a reduced number of reactive substrates such as trifluoromethyl ketones or alpha-keto carbonyl compounds. Expanding the scope of this important reaction, the direct asymmetric addition of nitromethane to 2-acylpyridine N-oxides catalyzed by a BOX-Cu(II) complex to give the corresponding pyridine-derived tertiary nitroaldols having a quaternary stereogenic center with variable yields and good enantioselectivity, is described.