9-fluoro-6-(4-fluorophenyl)-2,3-dimethylphenanthridine | 1552233-25-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-fluoro-6-(4-fluorophenyl)-2,3-dimethylphenanthridine
• 英文别名: 9-Fluoro-6-(4-fluorophenyl)-2,3-dimethylphenanthridine
• CAS: 1552233-25-6
• 化学式: C₂₁H₁₅F₂N
• 分子量: 319.354
• InChiKey: SSMINSGIRQDLKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  bis(4-fluorophenyl)methanone O-acetyl oxime 、 4,5-dimethyl-2-(trimethylsilyl)phenyl triflate 在 palladium diacetate 、 caesium carbonate 、 三苯基膦 、 cesium fluoride 、 copper dichloride 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 36.0h， 以80%的产率得到9-fluoro-6-(4-fluorophenyl)-2,3-dimethylphenanthridine
  参考文献：
  名称：

  Pd-catalyzed assembly of phenanthridines from aryl ketone O-acetyloximes and arynes through C–H bond activation

  摘要：

  Pd-catalyzed annulation of aryne and aryl ketone O-acetyloxime via C-H bond activation was realized. Through the C-H bond activation/insertion/cyclization/elimination reaction sequence, phenanthridines are successfully constructed, providing an attractive strategy to approach substituted heterocycle without preactivation of starting materials. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.075

文献信息

• Pd-catalyzed assembly of phenanthridines from aryl ketone O-acetyloximes and arynes through C–H bond activation
  作者：Chen-Yu Tang、Xin-Yan Wu、Feng Sha、Fei Zhang、Hao Li

  DOI：10.1016/j.tetlet.2013.12.075

  日期：2014.1

  Pd-catalyzed annulation of aryne and aryl ketone O-acetyloxime via C-H bond activation was realized. Through the C-H bond activation/insertion/cyclization/elimination reaction sequence, phenanthridines are successfully constructed, providing an attractive strategy to approach substituted heterocycle without preactivation of starting materials. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.