methyl 5-(3-fluorobenzyl)-4-phenyl-2-(trifluoromethyl)furan-3-carboxylate | 1567388-19-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: methyl 5-(3-fluorobenzyl)-4-phenyl-2-(trifluoromethyl)furan-3-carboxylate
• 英文别名: Methyl 5-[(3-fluorophenyl)methyl]-4-phenyl-2-(trifluoromethyl)furan-3-carboxylate；methyl 5-[(3-fluorophenyl)methyl]-4-phenyl-2-(trifluoromethyl)furan-3-carboxylate
• CAS: 1567388-19-5
• 化学式: C₂₀H₁₄F₄O₃
• 分子量: 378.323
• InChiKey: RLTHJARIYJSENM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate 在 三乙烯二胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 methyl 5-(3-fluorobenzyl)-4-phenyl-2-(trifluoromethyl)furan-3-carboxylate
  参考文献：
  名称：

  DABCO-Catalyzed Synthesis of Trifluoromethylated Furans from Propargyl Alcohols and Methyl 2-Perfluoroalkynoate

  摘要：

  The DABCO-catalyzed reaction of propargyl alcohols with methyl 2-perfluoroalkynoate to give trifluoromethylated furans in up to 98% yield under mild conditions has been developed. The established allene-enol and control experiments indicate that the reaction should proceed through a Michael addition and Claisen rearrangement/cyclization process.

  DOI：

  10.1021/jo4028424

文献信息

• DABCO-Catalyzed Synthesis of Trifluoromethylated Furans from Propargyl Alcohols and Methyl 2-Perfluoroalkynoate
  作者：Qinglei Chong、Xiaoyi Xin、Chunxiang Wang、Fan Wu、Haolong Wang、Ji-cheng Shi、Boshun Wan

  DOI：10.1021/jo4028424

  日期：2014.3.7

  The DABCO-catalyzed reaction of propargyl alcohols with methyl 2-perfluoroalkynoate to give trifluoromethylated furans in up to 98% yield under mild conditions has been developed. The established allene-enol and control experiments indicate that the reaction should proceed through a Michael addition and Claisen rearrangement/cyclization process.