3-benzoyl-4-fluoro-1-methyl-1,2-dihydronaphthalene | 906448-18-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-benzoyl-4-fluoro-1-methyl-1,2-dihydronaphthalene
• 英文别名: (1-Fluoro-4-methyl-3,4-dihydronaphthalen-2-yl)-phenylmethanone；(1-fluoro-4-methyl-3,4-dihydronaphthalen-2-yl)-phenylmethanone
• CAS: 906448-18-8
• 化学式: C₁₈H₁₅FO
• 分子量: 266.315
• InChiKey: LDHQIJWNMPTSND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-benzoyl-4-fluoro-1-methyl-1,2-dihydronaphthalene 在 一水合肼 作用下， 以 苯 为溶剂， 反应 14.0h， 以92%的产率得到5-methyl-3-phenyl-4,5-dihydro-1H-benzo[g]indazole
  参考文献：
  名称：

  Friedel−Crafts-Type Cyclization of 2,2-Difluorovinyl Ketones via α-Fluorocarbocations and Its Application in Domino Cyclizations

  摘要：

  2,2-Difluorovinyl ketones bearing an aryl group undergo Friedel-Crafts-type cyclization via carbocations stabilized by alpha-fluorines on treatment with a trimethylsilylating agent [Me3SiOTf or Me3SiB(OTf)(4)]. The reaction affords 4-fluorinated 3-acyl-1,2-dihydronaphthalenes, which are successfully subjected to a substitution-cyclodehydration process or a Nazarov-type cyclization to construct fused polycyclic systems.

  DOI：

  10.1021/ol060912r
• 作为产物：
  描述：

  3,3-difluoro-1-phenyl-2-(2-phenylpropyl)prop-2-en-1-one 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 以84%的产率得到3-benzoyl-4-fluoro-1-methyl-1,2-dihydronaphthalene
  参考文献：
  名称：

  Friedel−Crafts-Type Cyclization of 2,2-Difluorovinyl Ketones via α-Fluorocarbocations and Its Application in Domino Cyclizations

  摘要：

  2,2-Difluorovinyl ketones bearing an aryl group undergo Friedel-Crafts-type cyclization via carbocations stabilized by alpha-fluorines on treatment with a trimethylsilylating agent [Me3SiOTf or Me3SiB(OTf)(4)]. The reaction affords 4-fluorinated 3-acyl-1,2-dihydronaphthalenes, which are successfully subjected to a substitution-cyclodehydration process or a Nazarov-type cyclization to construct fused polycyclic systems.

  DOI：

  10.1021/ol060912r

文献信息

• Friedel−Crafts-Type Cyclization of 2,2-Difluorovinyl Ketones via α-Fluorocarbocations and Its Application in Domino Cyclizations
  作者：Junji Ichikawa、Mikio Kaneko、Misaki Yokota、Masaaki Itonaga、Takaharu Yokoyama

  DOI：10.1021/ol060912r

  日期：2006.7.1

  2,2-Difluorovinyl ketones bearing an aryl group undergo Friedel-Crafts-type cyclization via carbocations stabilized by alpha-fluorines on treatment with a trimethylsilylating agent [Me3SiOTf or Me3SiB(OTf)(4)]. The reaction affords 4-fluorinated 3-acyl-1,2-dihydronaphthalenes, which are successfully subjected to a substitution-cyclodehydration process or a Nazarov-type cyclization to construct fused polycyclic systems.