1-(benzylsulfonyl)-3-ethoxy-1H-indazole | 1441096-81-6

• 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: 1-(benzylsulfonyl)-3-ethoxy-1H-indazole
• 英文别名: 1-Benzylsulfonyl-3-ethoxyindazole；1-benzylsulfonyl-3-ethoxyindazole
• CAS: 1441096-81-6
• 化学式: C₁₆H₁₆N₂O₃S
• 分子量: 316.381
• InChiKey: LBHXRESYMLLUCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  benzylsulfonyl azide 、 苯甲亚胺酸乙酯 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49%的产率得到1-(benzylsulfonyl)-3-ethoxy-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.