3-(4-methoxyphenyl)-1-(3-methylphenyl)prop-2-yn-1-one | 1448250-62-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(4-methoxyphenyl)-1-(3-methylphenyl)prop-2-yn-1-one
• 英文别名: 3-(4-methoxyphenyl)-1-(m-tolyl)prop-2-yn-1-one；3-(4-Methoxyphenyl)-1-(3-methylphenyl)-2-propyn-1-one
• CAS: 1448250-62-1
• 化学式: C₁₇H₁₄O₂
• 分子量: 250.297
• InChiKey: DDZBTRPLMIPXHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  间甲基苯甲酸 在 N-甲基吗啉 、 palladium diacetate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 11.0h， 生成 3-(4-methoxyphenyl)-1-(3-methylphenyl)prop-2-yn-1-one
  参考文献：
  名称：

  Privilege Ynone Synthesis via Palladium-Catalyzed Alkynylation of “Super-Active Esters”

  摘要：

  A neat palladium-catalyzed alkynylation reaction was developed with "super-active ester" as the carbonyl electrophile, which provides a dean-and efficient synthetic protocol for a broad array Of ynone compounds under CO-, Cu-,, ligand-, and base-free conditions. The superior activity of triazine ester was rationalized by the strong electron;withdrawing ability and the unique affinity of triazine On palladium. A mechanistic experiment clearly demonstrated that the N-Pd coordination of triazine plays a crucial role for the highly efficient C-O activation.

  DOI：

  10.1021/acs.orglett.5b01466

文献信息

• Pd-Catalyzed Cross-Coupling of Acyl Chlorides with In Situ–Generated Alkynylzinc Derivatives for the Synthesis of Ynones
  作者：Hu Yuan、Yunheng Shen、Shichong Yu、Lei Shan、Qingyan Sun、Weidong Zhang

  DOI：10.1080/00397911.2012.745156

  日期：2013.10.18

  A mild and operationally simple procedure by Pd-catalyzed cross-coupling of acyl chlorides with in situ-generated alkynylzinc derivatives was developed, giving the corresponding ynones in good yields. Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) full experimental and spectral details.