4-(4-methoxyphenyl)-2,3,5,6-tetrahydrobenzofuran-7(4H)-one | 1121775-74-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 4-(4-methoxyphenyl)-2,3,5,6-tetrahydrobenzofuran-7(4H)-one
• 英文别名: 4-(4-methoxyphenyl)-3,4,5,6-tetrahydro-2H-1-benzofuran-7-one
• CAS: 1121775-74-3
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: DBZNTSHGXXWAIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-[2-(4-methoxy-phenyl)-1-cyclopropanecarbonyl]-4,5-dihydro-furan 在 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以15%的产率得到4-(4-methoxyphenyl)-2,3,5,6-tetrahydrobenzofuran-7(4H)-one
  参考文献：
  名称：

  Catalytic Formal Homo-Nazarov Cyclization

  摘要：

  The first catalytic method for the cyclization of vinyl-cyclopropyl ketones (formal homo-Nazarov reaction) is reported. Starting from activated cyclopropanes, heterocyclic, and carbocyclic compounds were obtained under mild conditions using Bronsted acid catalysts. Preliminary investigation of the reaction mechanism indicated a stepwise process.

  DOI：

  10.1021/ol802970g

文献信息

• Catalytic Formal Homo-Nazarov Cyclization
  作者：Filippo De Simone、Julien Andrès、Riccardo Torosantucci、Jérôme Waser

  DOI：10.1021/ol802970g

  日期：2009.2.19

  The first catalytic method for the cyclization of vinyl-cyclopropyl ketones (formal homo-Nazarov reaction) is reported. Starting from activated cyclopropanes, heterocyclic, and carbocyclic compounds were obtained under mild conditions using Bronsted acid catalysts. Preliminary investigation of the reaction mechanism indicated a stepwise process.