1-(2-hydroxy-5-phenylphenyl)-3-phenylprop-2-en-1-one

• 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: 1-(2-hydroxy-5-phenylphenyl)-3-phenylprop-2-en-1-one
• 化学式: C₂₁H₁₆O₂
• 分子量: 300.357
• InChiKey: WMLJXBPAKDLJNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  N-([1,1'-biphenyl]-4-yloxy)acetamide 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 三氟甲磺酸三甲基硅酯 、 四丁基氟化铵 、 cesium acetate 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 1-(2-hydroxy-5-phenylphenyl)-3-phenylprop-2-en-1-one
  参考文献：
  名称：

  Mild and Efficient Ir(III)-Catalyzed Direct C–H Alkynylation of N-Phenoxyacetamides with Terminal Alkyne

  摘要：

  Ir(III)-catalyzed direct C-H alkynylation of arenes has been developed using commercially available TIPS-acetylene as an efficient alkynylating reagent, where O-NHAc was employed as an autocleavable oxidizing-directing group (ODG(auto)), thus giving rise to ortho-alkynylated phenols under mild reaction conditions in a highly efficient and redox-neutral manner. The reaction proceeded with high regioselectivity and broad substrate/functional group (FG) tolerance. The synthetic application of the products has been briefly exemplified. Preliminary mechanistic studies have been conducted, and a five-membered iridacycle has also been identified as a key intermediate.

  DOI：

  10.1021/acscatal.5b01571