3-mesityl-1H-indazole | 101279-65-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-mesityl-1H-indazole
• 英文别名: 3-mesityl-1(2)H-indazole；3-Mesityl-1(2)H-indazol；3-(2,4,6-trimethylphenyl)-1H-indazole
• CAS: 101279-65-6
• 化学式: C₁₆H₁₆N₂
• 分子量: 236.316
• InChiKey: GOBCVEGLIHWMGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-mesityl-1H-indazole 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 2-(1(2)H-indazol-3-yl)-benzene-1,3,5-tricarboxylic acid
  参考文献：
  名称：

  Hydrazones of Nitrophenyl and Pyridyl Aldehydes and Ketones. New Preparation of o-Nitrobenzophenones and Differences in Behavior of o-Nitrobenzophenone and o-Nitrophenyl Mesityl Ketone¹

  摘要：

  DOI：

  10.1021/ja01513a051
• 作为产物：
  描述：

  苯甲亚胺酸乙酯 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 作用下， 以 乙醚 、 1,2-二氯乙烷 、 甲苯 为溶剂， 110.0~120.0 ℃ 、101.33 kPa 条件下， 反应 36.0h， 生成 3-mesityl-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

• [EN] HETEROAROMATIC COMPOUNDS FOR ORGANIC ELECTROLUMINESCENT DEVICES<br/>[FR] COMPOSÉS HÉTÉROAROMATIQUES POUR DISPOSITIFS ÉLECTROLUMINESCENTS ORGANIQUES<br/>[DE] HETEROAROMATISCHE VERBINDUNGEN FÜR ORGANISCHE ELEKTROLUMINESZENZVORRICHTUNGEN
  申请人：MERCK PATENT GMBH

  公开号：WO2021185712A1

  公开（公告）日：2021-09-23

  Die vorliegende Erfindung betrifft heteroaromatische Verbindungen, die sich für die Verwendung in elektronischen Vorrichtungen eignen, sowie elektronische Vorrichtungen, insbesondere organischen Elektrolumineszenzvorrichtungen, enthaltend diese Verbindungen.
• 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.
• Hydrazones of Nitrophenyl and Pyridyl Aldehydes and Ketones. New Preparation of o-Nitrobenzophenones and Differences in Behavior of o-Nitrobenzophenone and o-Nitrophenyl Mesityl Ketone¹
  作者：H. Harry Szmant、Charles M. Harmuth

  DOI：10.1021/ja01513a051

  日期：1959.3