(E)-N-[2-(4-methoxyphenyl)-ethenyl]-2-pyrrolidinone | 1239671-64-7

• 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-[2-(4-methoxyphenyl)-ethenyl]-2-pyrrolidinone
• 英文别名: (E)-1-(4-methoxystyryl)pyrrolidin-2-one
• CAS: 1239671-64-7
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: OYIXHXOEAALGFQ-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  N-乙烯基吡咯烷酮 、 4-氯苯甲醚 在 四氢吡咯 、 2-(di-tert-butylphosphino)-1-(2-methoxyphenyl)-1H-pyrrole 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 4.0h， 以42%的产率得到N-(1-[4-methoxyphenyl]ethenyl)-2-pyrrolidinone
  参考文献：
  名称：

  Direct Acylation of Aryl Chlorides with Aldehydes by Palladium−Pyrrolidine Co-catalysis

  摘要：

  A palladium catalyst system has been developed that allows for the direct acylation of aryl chlorides with aldehydes. The choice of ligand, as well as the presence of pyrrolidine and molecular sieves is shown to be critical to the catalysis, which appears to proceed via an enamine intermediate. The reaction was successful for a wide range of aryl chlorides and tolerant of functionality on the aldehyde component, giving easy access to alkyl aryl ketones in modest to good yields.

  DOI：

  10.1021/ol101466g

文献信息

• Cesium Carbonate-Promoted Hydroamidation of Alkynes: Enamides, Indoles and the Effect of Iron(III) Chloride
  作者：María Teresa Herrero、Jokin Díaz de Sarralde、Raul SanMartin、Laura Bravo、Esther Domínguez

  DOI：10.1002/adsc.201200430

  日期：2012.11.12

  A series of enamide derivatives was prepared by a simple procedure for the hydroamidation of alkynes with amides and sulfonamides. The use of such a mild base as cesium carbonate promotes the latter transformation, and the addition of catalytic amounts of iron(III) chloride has a beneficial effect in the outcome of some of the presented hydroamidation reactions. A range of indoles was also synthesized

  通过简单的方法制备了一系列的酰胺衍生物，用于炔烃与酰胺和磺酰胺的加氢酰胺化。使用诸如碳酸铯之类的弱碱可以促进后者的转化，并且催化量的氯化铁（III）的添加在某些所述加氢酰胺化反应的结果中具有有益的作用。还通过两种互补方法从邻-炔基苯胺合成了一系列吲哚，这对于从邻-（2-氨基苯基炔基）苯胺构建吲哚并[1,2- c ]喹唑啉四环体系是有用的。
• Photoredox-Catalyzed Intermolecular Radical Arylthiocyanation/Arylselenocyanation of Alkenes: Access to Aryl-Substituted Alkylthiocyanates/Alkylselenocyanates
  作者：Injamam Ul Hoque、Soumyadeep Roy Chowdhury、Soumitra Maity

  DOI：10.1021/acs.joc.8b03155

  日期：2019.3.15

  An efficient and highly selective approach for intermolecular arylthiocyanation/arylselenocyanation of alkenes has been reported under mild conditions. Using diazonium salts as the arylating agent and ammonium thiocyanate as the thiocyanate source, chemoselective difunctionalization of alkenes has been done under irradiation of visible light. Both styrenes and acrylates work well to deliver various aryl-substituted alkylthiocyanates in good to excellent yields. In addition, hitherto unknown beta-aryl alkylselenocyanates were also synthesized using the developed protocol with potassium selenocyanate.