4-[(E)-2-(4-methoxyphenyl)ethenyl]-1-methyl-3-phenyl-6,7-dihydro-4H-furo[3,4-c]pyran | 1009319-30-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡喃类
• 英文名称: 4-[(E)-2-(4-methoxyphenyl)ethenyl]-1-methyl-3-phenyl-6,7-dihydro-4H-furo[3,4-c]pyran
• CAS: 1009319-30-5
• 化学式: C₂₃H₂₂O₃
• 分子量: 346.426
• InChiKey: YCNWMORHEQGXTC-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(1-(phenylethynyl)cyclopropyl)ethanone 、 4-甲氧基肉桂醛 在 IPrAuNTf₂ 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以83%的产率得到4-[(E)-2-(4-methoxyphenyl)ethenyl]-1-methyl-3-phenyl-6,7-dihydro-4H-furo[3,4-c]pyran
  参考文献：
  名称：

  Au-Containing All-Carbon 1,4-Dipoles:  Generation and [4 + 2] Annulation in the Formation of Carbo-/Heterocycles

  摘要：

  A novel concept of Au-containing all-carbon 1,n-dipoles is advanced. From 1-(1-alkynyl) cyclopropyl ketones, Au-containing all-carbon 1,4-dipoles are presumably generated in situ and can efficiently participate in [4 + 2] annulation with dipolarophiles including indoles, various carbonyl compounds, imines, and silyl enol ethers. Polycyclic, fully substituted furans are readily synthesized under mild reaction conditions.

  DOI：

  10.1021/ja077948e

文献信息

• Au-Containing All-Carbon 1,4-Dipoles:  Generation and [4 + 2] Annulation in the Formation of Carbo-/Heterocycles
  作者：Guozhu Zhang、Xiaogen Huang、Guotao Li、Liming Zhang

  DOI：10.1021/ja077948e

  日期：2008.2.1

  A novel concept of Au-containing all-carbon 1,n-dipoles is advanced. From 1-(1-alkynyl) cyclopropyl ketones, Au-containing all-carbon 1,4-dipoles are presumably generated in situ and can efficiently participate in [4 + 2] annulation with dipolarophiles including indoles, various carbonyl compounds, imines, and silyl enol ethers. Polycyclic, fully substituted furans are readily synthesized under mild reaction conditions.