3-(2-methoxyphenyl)cyclopent-2-en-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2-methoxyphenyl)cyclopent-2-en-1-one
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: QTMAWDVICVSHIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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-环戊烯酮 、 2-溴苯甲醚 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 、 tri tert-butylphosphoniumtetrafluoroborate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以58%的产率得到3-(2-methoxyphenyl)cyclopent-2-en-1-one
  参考文献：
  名称：

  Selective Heck reaction of electron-rich aryl bromides with cyclic alkenones

  摘要：

  A simple and efficient protocol for the Heck reaction of cyclic alkenones with electron-rich aryl bromides has been developed. A ligand combination of X-Phos and tri-tert-butylphosphonium hydrogen tetrafluorborate in the presence of Pd(PPh3)(2)Cl-2 and Na2CO3 in DMSO was found to be efficient and selective for electron-rich aryl bromides with high substrate scope for cyclic alkenones. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.02.045

文献信息

• Selective Heck reaction of electron-rich aryl bromides with cyclic alkenones
  作者：Tarak Nath Gowala、Jagadish Pabba

  DOI：10.1016/j.tetlet.2015.02.045

  日期：2015.4

  A simple and efficient protocol for the Heck reaction of cyclic alkenones with electron-rich aryl bromides has been developed. A ligand combination of X-Phos and tri-tert-butylphosphonium hydrogen tetrafluorborate in the presence of Pd(PPh3)(2)Cl-2 and Na2CO3 in DMSO was found to be efficient and selective for electron-rich aryl bromides with high substrate scope for cyclic alkenones. (C) 2015 Elsevier Ltd. All rights reserved.