3-Bromo-5-fluoro-1-methylindazole | 1260893-27-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 3-Bromo-5-fluoro-1-methylindazole
• 英文别名: 3-bromo-5-fluoro-1-methylindazole
• CAS: 1260893-27-3
• 化学式: C₈H₆BrFN₂
• 分子量: 229.051
• InChiKey: DNULSFAIUGUKSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 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：
  17.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Bromo-5-fluoro-1-methylindazole 、 苯硼酸 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 1.67h， 以76%的产率得到5-fuoro-1-methyl-3-phenyl-1H-indazole
  参考文献：
  名称：

  Palladium-Catalyzed Direct C7-Arylation of Substituted Indazoles

  摘要：

  A novel direct C7-arylation of indazoles with iodoaryls is described using Pd(OAc)2 as catalyst, 1,10-phenanthroline as ligand, and K2CO3 as base in refluxing DMA. Direct C7-arylation of 3-substituted 1H-indazole containing an EWG on the arene ring gave the expected products in good isolated yields. In addition, a one-pot Suzuki-Miyaura/arylation procedure leading to C3,C7-diarylated indazoles has been developed.

  DOI：

  10.1021/jo500876q

文献信息

• Palladium-Catalyzed Direct C7-Arylation of Substituted Indazoles
  作者：Mohammed Naas、Saı̈d El Kazzouli、El Mokhtar Essassi、Mosto Bousmina、Gérald Guillaumet

  DOI：10.1021/jo500876q

  日期：2014.8.15

  A novel direct C7-arylation of indazoles with iodoaryls is described using Pd(OAc)2 as catalyst, 1,10-phenanthroline as ligand, and K2CO3 as base in refluxing DMA. Direct C7-arylation of 3-substituted 1H-indazole containing an EWG on the arene ring gave the expected products in good isolated yields. In addition, a one-pot Suzuki-Miyaura/arylation procedure leading to C3,C7-diarylated indazoles has been developed.