(Z)-1-phenyl-3-(m-tolylamino)but-2-en-1-one

• 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: (Z)-1-phenyl-3-(m-tolylamino)but-2-en-1-one
• 英文别名: (Z)-3-(3-tolylamino)-1-phenylbut-2-en-1-one；1-phenyl-3-m-tolylaminobut-2-en-1-one；(Z)-3-(3-methylanilino)-1-phenylbut-2-en-1-one
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: WERIFKLJBJIWCH-OWBHPGMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-苯基-1,3-丁二酮 在 三氟化硼乙醚 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 14.0h， 生成 (Z)-1-phenyl-3-(m-tolylamino)but-2-en-1-one
  参考文献：
  名称：

  Intramolecular hydrogen bonding allows simple enaminones to structurally mimic the i, i+4, and i+7 residues of an α-helix

  摘要：

  An intramolecularly hydrogen bonded enaminone scaffold was designed and synthesized in order to mimic the i, i + 4, and i + 7 residues of an alpha-helix. The resonance stabilized vinylogous amide group serves as an aromatic ring isostere and allows the positioning and angular projection of the R-groups in a manner similar to an alpha-helix. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.08.048

文献信息

• A General and Efficient Method for the Preparation of β-Enamino Ketones and Esters Catalyzed by Indium Tribromide
  作者：Zhan-Hui Zhang、Liang Yin、Yong-Mei Wang

  DOI：10.1002/adsc.200505268

  日期：2006.1

  A variety of β-enamino ketones and esters have been synthesized in high to exellent yields by reacting β-dicarbonyl compounds with amines in the presence of a catalytic amount of indium tribromide. The reaction proceeds smoothly at room temperature in a short reaction time under solvent-free conditions.

  在催化量的三溴化铟存在下，通过使β-二羰基化合物与胺反应，可以高产率地合成出多种β-烯胺酮和酯。在无溶剂条件下，反应在室温下以短的反应时间平稳地进行。
• A Reusable CNT‐Supported Single‐Atom Iron Catalyst for the Highly Efficient Synthesis of C−N Bonds
  作者：Qifeng Ding、Yang Yu、Fei Huang、Lihui Zhang、Jian‐Guo Zheng、Mingjie Xu、Jonathan B. Baell、He Huang

  DOI：10.1002/chem.201905468

  日期：2020.4.6

  reaction, which is important for the synthesis of nitrogen-containing molecules in both organic and pharmaceutical chemistry. Noble metal and homogeneous catalysts have been used for C-N bond formation frequently, however, there are still some problems for these catalysts such as high cost, serious pollution and low atom economy. Herein the low-toxic and cheaper iron complex was loaded on CNTs and the heterogenous

  CN键的形成被认为是非常有用且基本的反应，这对于有机化学和药物化学中含氮分子的合成非常重要。贵金属和均相催化剂经常被用于形成CN键，但是，这些催化剂仍然存在一些问题，例如成本高，污染严重和原子经济性低。在此将低毒且便宜的铁络合物负载在CNT上，并制备了名为Fe-N x / CNTs的异质单原子催化剂（SAC）。我们首次将这种SAC应用于CN键的合成。发现Fe-N x / CNTs是从芳族胺和酮合成CN键的有效催化剂。催化性能非常出色，产率高达96％，比贵金属催化剂（例如AuCl 3 / CNT和RhCl 3 / CNT）高6倍。它适用于多达13种不含添加剂的芳族胺底物，并获得17种烯胺酮。通过将高角度环形暗场扫描透射电子显微镜（HAADF-STEM）与X射线吸收光谱法（XAS）结合使用，我们观察到Fe-N x / CNTs的铁物种分散良好，因为单原子和Fe- N x可能是催化活性位点。该Fe-N
• ZrCl4-Catalyzed Efficient Synthesis of Enaminones and Enamino Esters under Solvent-free Conditions
  作者：Jin Lin、Li-Feng Zhang

  DOI：10.1007/s00706-006-0565-2

  日期：2007.1

  A facile synthesis of beta-enaminones and enamino esters by condensation of beta-dicarbonyl compounds with differently substituted amines in the presence of ZrCl4 under solvent-free conditions is reported.
• Intramolecular hydrogen bonding allows simple enaminones to structurally mimic the i, i+4, and i+7 residues of an α-helix
  作者：Johanna M. Rodriguez、Andrew D. Hamilton

  DOI：10.1016/j.tetlet.2006.08.048

  日期：2006.10

  An intramolecularly hydrogen bonded enaminone scaffold was designed and synthesized in order to mimic the i, i + 4, and i + 7 residues of an alpha-helix. The resonance stabilized vinylogous amide group serves as an aromatic ring isostere and allows the positioning and angular projection of the R-groups in a manner similar to an alpha-helix. (c) 2006 Elsevier Ltd. All rights reserved.