5-benzyl-2,3-diphenylfuran | 32268-49-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 5-benzyl-2,3-diphenylfuran
• 英文别名: 5-Benzyl-2,3-diphenylfuran
• CAS: 32268-49-8
• 化学式: C₂₃H₁₈O
• 分子量: 310.395
• InChiKey: UHWVRVJNGHMGER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (Z)-1,2,5-triphenylpent-2-en-4-yn-1-ol 在 双(乙腈)氯化钯(II) 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以75%的产率得到5-benzyl-2,3-diphenylfuran
  参考文献：
  名称：

  Transmetalation of Z-Telluroenynes: Stereoselective Synthesis of Z-Enynols and Their Application in Palladium-Catalyzed Cyclization

  摘要：

  The synthesis of various Z-enynols via reaction of vinyllithium intermediate with aldehydes and ketones is described. The subsequent cyclization of a wide variety of Z-enynols afforded substituted furans and dihydrofurans with high regioselectivity under mild reaction conditions.

  DOI：

  10.1021/ol902896x

文献信息

• Gold-catalyzed cycloisomerization of alk-4-yn-1-ones
  作者：Volker Belting、Norbert Krause

  DOI：10.1039/b819704k

  日期：——

  Depending on the substitution pattern and the solvent, the gold-catalyzed cyclization of alk-4-yn-1-ones 1 affords different oxygen heterocycles under mild reaction conditions. Alkynones with one substituent at C-3 undergo a 5-exo-dig cycloisomerization to substituted furans 2, whereas a 6-endo-digcyclization to 4H-pyrans 3 is observed with substrates bearing two substituents at C-3. In alcoholic solvents

  根据取代方式和溶剂的不同，在轻度的反应条件下，alk-4-yn-1-ones 1的金催化环化反应会产生不同的氧杂环。与C-3一个取代基Alkynones经过5 -外型-挖环异构取代的呋喃2，而6 -内-挖环化成4 ħ -pyrans 3与基板承载两个取代基在C-3观察到。在醇溶剂中，以串联亲核加成/环异构化反应形成亚烷基/亚苄基取代的四氢呋喃基醚4。
• Transmetalation of <i>Z</i>-Telluroenynes: Stereoselective Synthesis of <i>Z</i>-Enynols and Their Application in Palladium-Catalyzed Cyclization
  作者：Caroline C. Schneider、Helton Caldeira、Bibiana M. Gay、Davi F. Back、Gilson Zeni

  DOI：10.1021/ol902896x

  日期：2010.3.5

  The synthesis of various Z-enynols via reaction of vinyllithium intermediate with aldehydes and ketones is described. The subsequent cyclization of a wide variety of Z-enynols afforded substituted furans and dihydrofurans with high regioselectivity under mild reaction conditions.