4-(7-methoxy-2-phenyl-2H-indazol-3-yl)benzonitrile | 1201938-21-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(7-methoxy-2-phenyl-2H-indazol-3-yl)benzonitrile
• 英文别名: 4-(7-Methoxy-2-phenylindazol-3-yl)benzonitrile；4-(7-methoxy-2-phenylindazol-3-yl)benzonitrile
• CAS: 1201938-21-7
• 化学式: C₂₁H₁₅N₃O
• 分子量: 325.37
• InChiKey: FXIFIKPZCLVWDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2-methoxyphenyl)methyldiazene 在 叔丁基过氧化氢 、 三氟甲苯 、 palladium diacetate 、 氯化铵 、 锌 作用下， 以 甲醇 为溶剂， 反应 72.5h， 生成 4-(7-methoxy-2-phenyl-2H-indazol-3-yl)benzonitrile
  参考文献：
  名称：

  Palladium-Catalyzed Cascade Oxidation/sp²C–H Acylation of Azoarenes with Aryl Methanes

  摘要：

  A Pd-catalyzed cascade oxidation/sp(2) C-H bond acylation of azoarenes was developed in which readily available aryl methanes were used as the in situ generated acyl sources. This reaction provides a convenient access to ortho-acyl azoarenes under mild conditions.

  DOI：

  10.1021/ol402537t

文献信息

• Direct Arylations of 2<i>H</i>-Indazoles On Water
  作者：Stephan A. Ohnmacht、Andrew J. Culshaw、Michael F. Greaney

  DOI：10.1021/ol902537d

  日期：2010.1.15

  The efficient palladium-catalyzed synthesis of a range of substituted 2H-Indazoles via C−H arylation is reported. Reactions are performed on water and provide a direct and mild route toward 2,3-diaryl indazoles of widespread biological significance.

  据报道，通过CHH芳基化反应，钯可以有效地合成一系列取代的2 H-吲唑。反应在水上进行，提供了直接而温和的路线，向具有广泛生物学意义的2，3-二芳基吲唑提供了途径。
• Efficient synthesis of 2-aryl-2<i>H</i>-indazoles by base-catalyzed benzyl C–H deprotonation and cyclization
  作者：Guo-Qing Jin、Wen-Xia Gao、Yun-Bing Zhou、Miao-Chang Liu、Hua-Yue Wu

  DOI：10.1039/d0cc05862a

  日期：——

  A straightforward and efficient method for the preparation of 2-aryl-2H-indazoles from ortho-alkyl substituted azoxybenzenes is presented. The reaction proceeds through base-catalyzed benzyl C–H deprotonation and cyclization to afford 2-aryl-2H-indazoles in good yields. This synthetic strategy can be applied to the construction of several fluorescent and bioactive molecules.

  提出了一种由邻烷基取代的z氧基苯制备2-芳基-2 H-吲唑的直接有效的方法。该反应通过碱催化的苄基CH脱质子化和环化反应进行，以高收率得到2-芳基-2 H-吲唑。这种合成策略可以应用于几种荧光和生物活性分子的构建。
• Continuous‐Flow Visible Light Organophotocatalysis for Direct Arylation of 2 <i>H</i> ‐Indazoles: Fast Access to Drug Molecules
  作者：Shinde Vidyacharan、Bandaru T. Ramanjaneyulu、Seungwook Jang、Dong‐Pyo Kim

  DOI：10.1002/cssc.201900736

  日期：2019.6.21

  A continuous‐flow homogeneous photocatalytic method has been devised for the direct arylation of 2H‐indazoles. This visible‐light‐promoted approach directly accesses a wide range of structurally diverse C3‐arylated scaffolds of biological interest in a fast (1 min), single‐step reaction by using eosin Y as an organophotocatalyst. Furthermore, a microreactor technology is also employed for the fast

  设计了一种连续流均相光催化方法，用于2 H-吲唑的直接芳基化。通过使用曙红Y作为有机光催化剂，这种可见光促进的方法可以快速（1分钟），一步式反应直接访问各种具有生物意义的结构多样的C3芳基化支架。此外，微反应器技术还用于在无金属条件下以很高的收率快速合成肝X受体抑制剂药物，而已报道的方法需要多个步骤并需要更长的反应时间（18-24小时）。
• Visible-Light-Promoted Metal-Free 3-Arylation of 2-Aryl-2H-­indazoles with Triarylsulfonium Salts
  作者：Kai Sun、Bing Yu、Anzai Shi、Panjie Xiang、Yanxuan Wu、Chang Ge、Yan Liu

  DOI：10.1055/a-1938-9550

  日期：2023.3

  An efficient approach for the photosynthesis of various arylated 2-aryl-2H-indazoles (38 examples) in moderate to good yields (up to 87% yield) under mild conditions was developed by employing 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as an inexpensive photocatalyst. This protocol features wide substrate scope, good functional group tolerance, and operational simplicity. In addition

  通过采用1,2,3,5-四 ( carbazol-9-yl)-4,6-dicyanobenzo (4CzIPN) 作为一种廉价的光催化剂。该协议具有广泛的底物范围、良好的功能组耐受性和操作简单性。此外，该策略成功应用于药物分子的后期修饰，首次实现了将复杂药物有意义地引入2H-吲唑骨架。
• CN114805209
  申请人：——

  公开号：——

  公开（公告）日：——