4-difluoromethylene-1-phenyI-3,4-dihydro-1H-2-benzopyran | 1145778-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-difluoromethylene-1-phenyI-3,4-dihydro-1H-2-benzopyran
• 英文别名: 1-Phenyl-4-(difluoromethylene)-3,4-dihydro-1H-2-benzopyran；4-(difluoromethylidene)-1-phenyl-1H-isochromene
• CAS: 1145778-16-0
• 化学式: C₁₆H₁₂F₂O
• 分子量: 258.267
• InChiKey: VIVUOUNDQDEBGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  phenyl[2-(3,3,3-trifluoroprop-1-en-2-yl)phenyl]methanol 在 potassium phosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以43%的产率得到4-difluoromethylene-1-phenyI-3,4-dihydro-1H-2-benzopyran
  参考文献：
  名称：

  Synthesis of Isochromanes and Isothiochromanes Bearing Fluorinated One-Carbon Units via Intramolecular Cyclizations of ortho-Substituted α-(Trifluoromethyl)styrenes

  摘要：

  alpha-(Trifluoromethyl)styrenes bearing a nucleophilic oxygen or sulfur atom tethered by a methylene or methyne unit at the ortho carbon were prepared by the coupling reaction of 2-bromo-3,3,3-trifluoropropene with aryl iodides via (3,3,3-trifluoroprop-1-en-2-yl) boronic acid. The styrenes thus obtained readily undergo an intramolecular nucleophilic addition or substitution (S(N)2'-type) of the oxygen and sulfur under basic conditions, leading to 4-trifluoromethyl- or 4-difluoromethylene-substituted isochromanes and isothiochromanes, respectively.

  DOI：

  10.3987/com-08-s(f)114

文献信息

• Synthesis of Isochromanes and Isothiochromanes Bearing Fluorinated One-Carbon Units via Intramolecular Cyclizations of ortho-Substituted α-(Trifluoromethyl)styrenes
  作者：Junji Ichikawa、Masahiro Ikeda、Masahiro Hattori

  DOI：10.3987/com-08-s(f)114

  日期：——

  alpha-(Trifluoromethyl)styrenes bearing a nucleophilic oxygen or sulfur atom tethered by a methylene or methyne unit at the ortho carbon were prepared by the coupling reaction of 2-bromo-3,3,3-trifluoropropene with aryl iodides via (3,3,3-trifluoroprop-1-en-2-yl) boronic acid. The styrenes thus obtained readily undergo an intramolecular nucleophilic addition or substitution (S(N)2'-type) of the oxygen and sulfur under basic conditions, leading to 4-trifluoromethyl- or 4-difluoromethylene-substituted isochromanes and isothiochromanes, respectively.