diethyl 4-(3-trifluoromethylbenzylidene)-2-phenyl-tetrahydrofuran-3,3-dicarboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl 4-(3-trifluoromethylbenzylidene)-2-phenyl-tetrahydrofuran-3,3-dicarboxylate
• 英文别名: diethyl (4Z)-2-phenyl-4-[[3-(trifluoromethyl)phenyl]methylidene]oxolane-3,3-dicarboxylate
• 化学式: C₂₄H₂₃F₃O₅
• 分子量: 448.439
• InChiKey: SDUKFPZZMQZUPD-XMHGGMMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  苯甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 哌啶 、 正丁基锂 、 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 2.25h， 生成 diethyl 4-(3-trifluoromethylbenzylidene)-2-phenyl-tetrahydrofuran-3,3-dicarboxylate
  参考文献：
  名称：

  A Versatile Palladium-Mediated Three-Component Reaction for the One-Pot Synthesis of Stereodefined 3-Arylidene-(or 3-Alkenylidene-)tetrahydrofurans

  摘要：

  A one-pot reaction between equimolecular amounts of various propargyl alcohols, Michael acceptors, and unsaturated halides (or triflates) in the presence of a palladium(0) catalyst provides :a simple and flexible entry into highly substituted 3-arylidene(or 3-alkenylidene)-tetrahydrofurans. The efficiency of this palladium-mediated three-component reaction has been shown to be strongly influenced by the nature of the catalyst system, and in this regard, a palladium(0) catalyst generated in situ by reduction of PdCl2(PPh3)(2) with n-butyllithium has been found particularly effective.

  DOI：

  10.1021/jo0012997

文献信息

• A Versatile Palladium-Mediated Three-Component Reaction for the One-Pot Synthesis of Stereodefined 3-Arylidene-(or 3-Alkenylidene-)tetrahydrofurans
  作者：Marilyn Bottex、Marcello Cavicchioli、Benoît Hartmann、Nuno Monteiro、Geneviève Balme

  DOI：10.1021/jo0012997

  日期：2001.1.1

  A one-pot reaction between equimolecular amounts of various propargyl alcohols, Michael acceptors, and unsaturated halides (or triflates) in the presence of a palladium(0) catalyst provides :a simple and flexible entry into highly substituted 3-arylidene(or 3-alkenylidene)-tetrahydrofurans. The efficiency of this palladium-mediated three-component reaction has been shown to be strongly influenced by the nature of the catalyst system, and in this regard, a palladium(0) catalyst generated in situ by reduction of PdCl2(PPh3)(2) with n-butyllithium has been found particularly effective.