3-(naphthalen-1-yl)-2-phenyl-2H-indazole | 1421276-42-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(naphthalen-1-yl)-2-phenyl-2H-indazole
• 英文别名: 3-Naphthalen-1-yl-2-phenylindazole；3-naphthalen-1-yl-2-phenylindazole
• CAS: 1421276-42-7
• 化学式: C₂₃H₁₆N₂
• 分子量: 320.393
• InChiKey: FEZTZPANDIEWCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.85
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.82
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  邻溴苯甲醛 在 copper(l) iodide 、 sodium azide 、 四甲基乙二胺 、 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 48.5h， 生成 3-(naphthalen-1-yl)-2-phenyl-2H-indazole
  参考文献：
  名称：

  Catalyst-free photoarylation of 2-aryl-2H-indazoles by carbon–iodine bond activation

  摘要：

  A catalyst-free photoarylation of 2-aryl-2H-indazoles by carbon–iodine bond activation has been developed for the synthesis of C3-arylated indazoles in moderate to good yields.

  DOI：

  10.1039/d4ob00820k

文献信息

• Rhenium-Catalyzed [4 + 1] Annulation of Azobenzenes and Aldehydes via Isolable Cyclic Rhenium(I) Complexes
  作者：Xiaoyu Geng、Congyang Wang

  DOI：10.1021/acs.orglett.5b00938

  日期：2015.5.15

  The first Re-catalyzed [4 + 1] annulation of azobenzenes with aldehydes was developed to furnish 2H-indazoles via isolable and characterized cyclic ReI-complexes. For the first time, the acetate-acceleration effect is showcased in Re-catalyzed C–H activation reactions. Remarkably, mechanistic studies revealed an irreversible aldehyde-insertion step, which is in sharp contrast to those of previous Rh-

  首次开发了用醛对偶氮苯进行再催化的[4 +1]环合反应，以通过可分离和表征的环状Re I-络合物提供2 H-吲唑。在重新催化的C–H活化反应中，乙酸促进作用首次显示出来。值得注意的是，机理研究表明，醛的插入步骤不可逆，这与以前的Rh和Co体系的形成强烈反差。
• Visible-light-mediated direct C3-arylation of 2<i>H</i>-indazoles enabled by an electron-donor–acceptor complex
  作者：Kim Christopher C. Aganda、Junyoung Kim、Anna Lee

  DOI：10.1039/c9ob02074h

  日期：——

  A mild visible-light-mediated, photocatalyst-free arylation of 2H-indazoles was developed. The formation of an electron donor–acceptor complex by 2H-indazoles and aryl diazonium salts in the presence of pyridine allows the direct arylation of 2H-indazoles under visible-light irradiation. This process provides an efficient route for the synthesis of C3-arylated-2H-indazoles, which are important scaffolds

  开发了温和的可见光介导的2 H-吲唑无芳基芳基化反应。在吡啶存在下，2 H-吲唑和芳基重氮盐形成电子供体-受体配合物，使2 H-吲唑在可见光照射下直接芳基化。该方法为合成C 3-芳基化的2 H-吲唑提供了有效的途径，C 3-芳基化的2 H-吲唑是各种生物活性化合物的重要支架。
• Direct Access to Acylated Azobenzenes via Pd-Catalyzed C–H Functionalization and Further Transformation into an Indazole Backbone
  作者：Hongji Li、Pinhua Li、Lei Wang

  DOI：10.1021/ol303434n

  日期：2013.2.1

  Azobenzenes were readily acylated at the 2-position through a Pd-catalyzed C-H functionalization from simple aromatic azo compounds and aldehydes in good yields. The obtained acylated azobenzenes could be efficiently converted into the corresponding indazole derivatives in nearly quantitative yields.