3-(4-Methoxybenzoyl)-2,3-dihydrofuran

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-Methoxybenzoyl)-2,3-dihydrofuran
• 英文别名: 2,3-Dihydrofuran-3-yl-(4-methoxyphenyl)methanone
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: WNJLGSQASOLBDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-二氢呋喃 、 一氧化碳 、 4-碘苯甲醚 在 palladium dichloride 三乙胺 、 三苯基膦 作用下， 以 苯 为溶剂， 反应 20.0h， 以5%的产率得到furan-3-yl(4-methoxyphenyl)methanone
  参考文献：
  名称：

  Palladium-Catalyzed Cross-Carbonylation of Aryl Iodides with Five-Membered Cyclic Olefins

  摘要：

  Intermolecular cross-carbonylation of aryl iodides with five-membered cyclic olefins such as dihydrofurans and cyclopentene was found to proceed by using a catalyst system of PdCl2/PPh(3) under CO (3-5 atm) in the presence of a tertiary amine. With 2,3- and 2,5-dihydrofurans, 2-aroyl-4,5-dihydro- and 3-aroyl-2,3-dihydrofurans were obtained as the predominant products, respectively, while the reaction of iodobenzene with cyclopentene gave a mixture of three regioisomers of benzoylcyclopentene. The yields of the products were observed to be markedly influenced by the amount of triphenylphosphine added.

  DOI：

  10.1021/jo00127a035