1-benzyl-3-ethoxy-1H-indazole | 25854-80-2

• 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-benzyl-3-ethoxy-1H-indazole
• 英文别名: 1-Benzyl-3-ethoxyindazole
• CAS: 25854-80-2
• 化学式: C₁₆H₁₆N₂O
• 分子量: 252.316
• InChiKey: WSRLEBVIIFAPSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲亚胺酸乙酯 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 四丁基溴化铵 、 copper diacetate 、 potassium hydroxide 作用下， 以 1,2-二氯乙烷 、 邻二氯苯 为溶剂， 110.0~120.0 ℃ 、101.33 kPa 条件下， 反应 44.0h， 生成 1-benzyl-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

• ORGANIC DICARBOXYLIC ACIDS, SALTS AND PREPARATION METHOD THEREOF
  申请人：Gou Shaohua

  公开号：US20120226051A1

  公开（公告）日：2012-09-06

  Organic dicarboxylic acid compounds, salts and preparation methods thereof. The said compounds have activity of resisting oxidation damage to crystalline lens of eyes. The structures of the above organic dicarboxylic acid compounds are shown as formula (1).

  有机二羧酸化合物、盐及其制备方法。所述化合物具有抵抗氧化损伤晶状体活性的作用。上述有机二羧酸化合物的结构如式（1）所示。
• Rh- and Cu-Cocatalyzed Aerobic Oxidative Approach to Quinazolines via [4 + 2] C–H Annulation with Alkyl Azides
  作者：Xiaoyang Wang、Ning Jiao

  DOI：10.1021/acs.orglett.6b00774

  日期：2016.5.6

  quinazolines has been developed. This [4 + 2] annulation strategy utilizing alkyl azides as the carbon–heteroatom synthons shows high efficiency in the synthesis of six-membered benzoheterocycles containing two heteroatoms. This aerobic oxidative protocol provides a useful application of simple alkyl azides in N-heterocycle synthesis with N2 and H2O as byproducts.

  已开发出一种新颖而有效的铑和铜共催化的C–H键活化和环化反应，以构建具有生物活性的重要喹唑啉。这种使用烷基叠氮化物作为碳-杂原子合成子的[4 + 2]环空策略显示了在合成包含两个杂原子的六元苯并杂环中的高效率。该有氧氧化方案提供了简单的叠氮化物在N-杂环合成中的有用应用，其中N 2和H 2 O为副产物。
• US8637677B2
  申请人：——

  公开号：US8637677B2

  公开（公告）日：2014-01-28
• 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.