3-ethoxy-1-tosyl-6-(trifluoromethyl)-1H-indazole | 1441096-96-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-ethoxy-1-tosyl-6-(trifluoromethyl)-1H-indazole
• 英文别名: 3-Ethoxy-1-(4-methylphenyl)sulfonyl-6-(trifluoromethyl)indazole；3-ethoxy-1-(4-methylphenyl)sulfonyl-6-(trifluoromethyl)indazole
• CAS: 1441096-96-3
• 化学式: C₁₇H₁₅F₃N₂O₃S
• 分子量: 384.379
• InChiKey: UGUBRUPIUQFTOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  对甲苯磺酰叠氮 、 ethyl 4-(trifluoromethyl)benzimidate 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 110.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 以76%的产率得到3-ethoxy-1-tosyl-6-(trifluoromethyl)-1H-indazole
  参考文献：
  名称：

  Rh^III/Cu^II-Cocatalyzed Synthesis of 1H-Indazoles through C–H Amidation and N–N Bond Formation

  摘要：

  Substituted 1H-indazoles can be formed from readily available arylimidates and organo azides by Rh-III-catalyzed C-H activation/C-N bond formation and Cu-catalyzed N-N bond formation. For the first time the N-H-imidates are demonstrated to be good directing groups in C-H activation, also capable of undergoing intramolecular N-N bond formation. The process is scalable and green, with O-2 as the terminal oxidant and N-2 and H2O formed as byproducts. Moreover, the products could be transformed to diverse important derivatives.

  DOI：

  10.1021/ja4033555

文献信息

• Rh^III/Cu^II-Cocatalyzed Synthesis of 1<i>H</i>-Indazoles through C–H Amidation and N–N Bond Formation
  作者：Da-Gang Yu、Mamta Suri、Frank Glorius

  DOI：10.1021/ja4033555

  日期：2013.6.19

  Substituted 1H-indazoles can be formed from readily available arylimidates and organo azides by Rh-III-catalyzed C-H activation/C-N bond formation and Cu-catalyzed N-N bond formation. For the first time the N-H-imidates are demonstrated to be good directing groups in C-H activation, also capable of undergoing intramolecular N-N bond formation. The process is scalable and green, with O-2 as the terminal oxidant and N-2 and H2O formed as byproducts. Moreover, the products could be transformed to diverse important derivatives.