5,7-dibromo-3,3-difluoro-2-oxindole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5,7-dibromo-3,3-difluoro-2-oxindole
• 英文别名: 5,7-dibromo-3,3-difluoro-1H-indol-2-one
• 化学式: C₈H₃Br₂F₂NO
• 分子量: 326.923
• InChiKey: ZKSGICINCZTECB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,7-dibromo-3,3-difluoro-2-oxindole 在 BFH₂*THF 作用下， 以 四氢呋喃 为溶剂， 生成 5,7-dibromo-3-fluoroindole 、 5,7-dibromo-3,3-difluoroindoline
  参考文献：
  名称：

  A synthesis of 3-fluoroindoles and 3,3-difluoroindolines by reduction of 3,3-difluoro-2-oxindoles using a borane tetrahydrofuran complex

  摘要：

  A borane tetrahydrofuran complex has been used to study the reduction of 3,3-difluoro-2-oxindoles and been found to yield either 3-fluoroindoles or 3,3-difluoroindolines. The latter have been found to be reasonably stable when the aromatic nucleus is substituted with an electron withdrawing group and are in these cases the predominant product. The efficient synthesis of the former occurs by elimination of HF in the presence of silica from the latter. The 3,3-difluoro-2-oxindoles were prepared by the reaction of appropriately substituted isatin derivatives with DAST. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01229-0
• 作为产物：
  描述：

  5,7-二溴靛红 在 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到5,7-dibromo-3,3-difluoro-2-oxindole
  参考文献：
  名称：

  A synthesis of 3-fluoroindoles and 3,3-difluoroindolines by reduction of 3,3-difluoro-2-oxindoles using a borane tetrahydrofuran complex

  摘要：

  A borane tetrahydrofuran complex has been used to study the reduction of 3,3-difluoro-2-oxindoles and been found to yield either 3-fluoroindoles or 3,3-difluoroindolines. The latter have been found to be reasonably stable when the aromatic nucleus is substituted with an electron withdrawing group and are in these cases the predominant product. The efficient synthesis of the former occurs by elimination of HF in the presence of silica from the latter. The 3,3-difluoro-2-oxindoles were prepared by the reaction of appropriately substituted isatin derivatives with DAST. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01229-0

表征谱图