3-(3,4-Dimethylbenzoyl)-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-(3,4-Dimethylbenzoyl)-2,3-dihydrofuran
• 英文别名: 2,3-Dihydrofuran-3-yl-(3,4-dimethylphenyl)methanone
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: HQQUDKQJNAIIIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  2,5-二氢呋喃 、 一氧化碳 、 3,4-二甲基碘苯 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3-(3,4-Dimethylbenzoyl)furan
  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

文献信息

• Palladium-Catalyzed Cross-Carbonylation of Aryl Iodides with Five-Membered Cyclic Olefins
  作者：Tetsuya Satoh、Tomoaki Itaya、Kazumi Okuro、Masahiro Miura、Masakatsu Nomura

  DOI：10.1021/jo00127a035

  日期：1995.11

  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.