3-(2-methoxyethenyl)pyridine | 91543-98-5

• 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
• 英文名称: 3-(2-methoxyethenyl)pyridine
• 英文别名: 3-[(Z)-2-Methoxyethenyl]pyridine
• CAS: 91543-98-5
• 化学式: C₈H₉NO
• 分子量: 135.166
• InChiKey: YVPNYPQBNGOMCO-XQRVVYSFSA-N

物化性质

• 沸点：
  226.8±15.0 °C(Predicted)
• 密度：
  1.039±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-乙炔基吡啶 、 甲醇 在 sodium 作用下， 生成 3-(2-methoxyethenyl)pyridine
  参考文献：
  名称：

  ω-Methoxylation and Hydration of Ethynyl-N-heteroarenes

  摘要：

  DOI：

  10.1055/s-1984-30792

文献信息

• Nickel-Catalyzed System for the Cross-Coupling of Alkenyl Methyl Ethers with Grignard Reagents under Mild Conditions
  作者：Thomas Hostier、Zeina Neouchy、Vincent Ferey、Domingo Gomez Pardo、Janine Cossy

  DOI：10.1021/acs.orglett.8b00313

  日期：2018.4.6

  A nickel-catalyzed cross-coupling of alkenyl methyl ethers with Grignard reagents, under mild conditions, is described. These conditions allowed access to various stilbenes and heterocyclic stilbenic derivatives as well as to a potential anticancer agent DMU-212.

  描述了在温和条件下镍催化的链烯基甲基醚与格利雅试剂的交叉偶联。这些条件允许获得各种斯蒂芬烯和杂环斯蒂芬烯衍生物以及潜在的抗癌剂DMU-212。
• Enol ethers as carbonyl surrogates in a modification of the Povarov synthesis of 3-aryl quinolines and their anti-Toxoplasma activity
  作者：Carla E. Brown、James McNulty、Claudia Bordón、Robert Yolken、Lorraine Jones-Brando

  DOI：10.1039/c6ob01083k

  日期：——

  A novel method for the preparation of 2-carboxyl-3-aryl quinoline derivatives from anilines, ethyl glyoxalate and enol ethers as phenylacetaldehyde surrogates is reported. The three-component coupling reaction occurs rapidly under mild conditions in dichloromethane catalysed by TFA. The method allows a more direct access to 3-aryl quinolines, sidestepping issues encountered with phenylacetaldehyde

  报道了一种由苯胺，乙醛酸乙酯和烯醇醚作为苯乙醛替代物制备2-羧基-3-芳基喹啉衍生物的新方法。在TFA催化的二氯甲烷中，三组分偶联反应在温和条件下快速发生。该方法可以更直接地获得3-芳基喹啉，避免了苯乙醛衍生物遇到的问题。这种化学被用于制备用3-二芳基醚的功能喹啉该显示低微摩尔效力（IC 50范围：5-26μM）对体外弓形虫加上很少或没有细胞毒性（TD 50朝向宿主细胞≥320μM）。
• Intermolecular Hydroalkoxylation of Terminal Alkynes Catalyzed by a Dipyrrinato Rhodium(I) Complex with Unusual Selectivity
  作者：Raphael H. Lam、D. Barney Walker、Matthew H. Tucker、Mark R. D. Gatus、Mohan Bhadbhade、Barbara A. Messerle

  DOI：10.1021/acs.organomet.5b00561

  日期：2015.9.14

  An operationally simple and atom-economical method for the E-selective preparation of enol ethers is described. A novel dicarbonyl(S-phenyldipyrrinato)rhodium complex, 2, was prepared in four synthetic steps, characterized by X-ray crystallography and NMR spectroscopy, and then investigated as a catalyst for the intermolecular hydro-alkoxylation of terminal alkynes. Solvent and substrate studies were used to gain insight into the mechanism of the reaction. Cyclic voltammetry was also used to investigate the electronic properties of 2. The rhodium(I)-catalyzed intermolecular alkyne hydroalkoxylation reaction reported here mediates excellent substrate transformation with a high degree of E/Z selectivity which is opposite to that reported previously using alternative catalysts.