1,3-di(thiophen-3-yl)propan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-di(thiophen-3-yl)propan-1-one
• 化学式: C₁₁H₁₀OS₂
• 分子量: 222.332
• InChiKey: WSKJUJBTZUORJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 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：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-碘噻吩 、 烯丙醇 在 palladium diacetate 、 potassium carbonate 、 四氢吡咯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.08h， 以53%的产率得到1,3-di(thiophen-3-yl)propan-1-one
  参考文献：
  名称：

  Domino Reactions Containing Different Types of Heck Reactions for Selective 3,3- and 1,3-Diarylations of Propenol with Aryl Halides by Triple Catalysis

  摘要：

  A new domino Heck-isomerization/Saegusa/Heck reaction of propenol with aryl iodides has been developed for the synthesis of 3,3-diaryl propenals by triple transition-metal catalysis. Moreover, we also developed the domino Heck-isomerization/Heck-type reaction of propenol with aryl iodides for the synthesis of 1,3-diaryl propanones by double transition-metal catalysis and the mediation of secondary amine or triple transition metal catalysis and aminocatalysis.

  DOI：

  10.1021/acs.joc.5b01650

文献信息

• Palladium-Catalyzed Multicomponent Cascade Reaction of 3-Hydroxypropionitrile: Synthesis of Substituted Dihydrochalcones
  作者：Jinming Zheng、Qingzong Wang、Yifei Li、Huixian Zheng、Chaoyi Hu、Xiaodong Hu、Xiaoxia Ye、Jiuxi Chen、Renhao Li

  DOI：10.1021/acs.joc.3c00769

  日期：2023.7.7

  Direct access to substituted dihydrochalcones from the easily available starting materials 3-hydroxypropionitrile derivatives and arylboronic acids is described. The procedure involves a multicomponent aryl addition/hydroxyl elimination/reduction Heck approach in the presence of a Pd catalyst with excellent functional group tolerance and a wide range of substrates. In addition, mixed 1,3-diarylation

  描述了从容易获得的起始原料3-羟基丙腈衍生物和芳基硼​​酸直接获得取代的二氢查尔酮。该过程涉及在具有优异官能团耐受性和多种底物的 Pd 催化剂存在下采用多组分芳基加成/羟基消除/还原 Heck 方法。此外，还实现了使用两种具有不同电子性质的芳基硼酸对3-羟基丙腈进行混合1,3-二芳基化。
• Domino Reactions Containing Different Types of Heck Reactions for Selective 3,3- and 1,3-Diarylations of Propenol with Aryl Halides by Triple Catalysis
  作者：Zhi-Qiang Zhu、Jian-Shi He、Hai-Jun Wang、Zhi-Zhen Huang

  DOI：10.1021/acs.joc.5b01650

  日期：2015.9.18

  A new domino Heck-isomerization/Saegusa/Heck reaction of propenol with aryl iodides has been developed for the synthesis of 3,3-diaryl propenals by triple transition-metal catalysis. Moreover, we also developed the domino Heck-isomerization/Heck-type reaction of propenol with aryl iodides for the synthesis of 1,3-diaryl propanones by double transition-metal catalysis and the mediation of secondary amine or triple transition metal catalysis and aminocatalysis.