1-phenyl-4-(4-methoxyphenyl)-2-(2,2,2-trifluoroethylidene)-3-butyn-1-ol | 264279-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-phenyl-4-(4-methoxyphenyl)-2-(2,2,2-trifluoroethylidene)-3-butyn-1-ol
• 英文别名: (E)-4,4,4-trifluoro-2-[2-(4-methoxyphenyl)ethynyl]-1-phenylbut-2-en-1-ol
• CAS: 264279-08-5
• 化学式: C₁₉H₁₅F₃O₂
• 分子量: 332.322
• InChiKey: KMOUCRUWRXOKNK-DTQAZKPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-phenyl-4-(4-methoxyphenyl)-2-(2,2,2-trifluoroethylidene)-3-butyn-1-ol 在 双(乙腈)氯化钯(II) 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以75%的产率得到2-phenyl-5-(4-methoxyphenyl)-3-(2,2,2-trifluoroethyl)furan
  参考文献：
  名称：

  Synthesis of 3-Trifluoroethylfurans by Palladium-Catalyzed Cyclization−Isomerization of (Z)-2-Alkynyl-3-trifluoromethyl Allylic Alcohols

  摘要：

  Hydroiodonation of trifluoromethyl propargylic alcohols 1 regio- and stereoselectively produce (Z)-2-iodo-3-trifluoromethyl allylic alcohols 2. (Z)-2-Alkynyl-3-trifluoromethyl allylic alcohols 5, available through Pd(PPh3)(4)-mediated coupling of 2 and terminal alkynes 4, cyclize and subsequently isomerize to 3-trifluoroethylfurans 6 upon catalysis under PdCl2(CH3CN)(2) in THF at 5-10 degrees C.

  DOI：

  10.1021/jo991463u
• 作为产物：
  描述：

  1-phenyl-4,4,4-trifluorobut-2-yn-1-ol 在 copper(l) iodide 、 四(三苯基膦)钯 、 溶剂黄146 、 三乙胺 、 sodium iodide 作用下， 反应 16.0h， 生成 1-phenyl-4-(4-methoxyphenyl)-2-(2,2,2-trifluoroethylidene)-3-butyn-1-ol
  参考文献：
  名称：

  Synthesis of 3-Trifluoroethylfurans by Palladium-Catalyzed Cyclization−Isomerization of (Z)-2-Alkynyl-3-trifluoromethyl Allylic Alcohols

  摘要：

  Hydroiodonation of trifluoromethyl propargylic alcohols 1 regio- and stereoselectively produce (Z)-2-iodo-3-trifluoromethyl allylic alcohols 2. (Z)-2-Alkynyl-3-trifluoromethyl allylic alcohols 5, available through Pd(PPh3)(4)-mediated coupling of 2 and terminal alkynes 4, cyclize and subsequently isomerize to 3-trifluoroethylfurans 6 upon catalysis under PdCl2(CH3CN)(2) in THF at 5-10 degrees C.

  DOI：

  10.1021/jo991463u

文献信息

• Synthesis of 3-Trifluoroethylfurans by Palladium-Catalyzed Cyclization−Isomerization of (<i>Z</i>)-2-Alkynyl-3-trifluoromethyl Allylic Alcohols
  作者：Feng-Ling Qing、Wen-Zhong Gao、Jiewen Ying

  DOI：10.1021/jo991463u

  日期：2000.4.1

  Hydroiodonation of trifluoromethyl propargylic alcohols 1 regio- and stereoselectively produce (Z)-2-iodo-3-trifluoromethyl allylic alcohols 2. (Z)-2-Alkynyl-3-trifluoromethyl allylic alcohols 5, available through Pd(PPh3)(4)-mediated coupling of 2 and terminal alkynes 4, cyclize and subsequently isomerize to 3-trifluoroethylfurans 6 upon catalysis under PdCl2(CH3CN)(2) in THF at 5-10 degrees C.