1-phenyl-3-(thiophen-2-yl)-1H-pyrazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-phenyl-3-(thiophen-2-yl)-1H-pyrazole
• 英文别名: 1-phenyl-3-(thiophene-2-yl)-1H-pyrazole；1-phenyl-3-(2-thienyl)pyrazole；1-phenyl-3-thiophen-2-ylpyrazole
• 化学式: C₁₃H₁₀N₂S
• 分子量: 226.302
• InChiKey: GNNKYEUYWBUEFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-Phenyl-3-thiophen-2-yl-1H-pyrazole-4-carboxylic acid 在 PPA 作用下， 反应 2.0h， 以48%的产率得到1-phenyl-3-(thiophen-2-yl)-1H-pyrazole
  参考文献：
  名称：

  3-（1-萘基）-1-苯基吡唑-4-羧酸在多磷酸中的热环化

  摘要：

  DOI：

  10.1023/a:1021246424314

文献信息

• Cu(OAc)2·H2O-catalyzed N-arylation of nitrogen-containing heterocycles
  作者：Zhong-Lin Xu、Hong-Xi Li、Zhi-Gang Ren、Wei-Yuan Du、Wei-Chang Xu、Jian-Ping Lang

  DOI：10.1016/j.tet.2011.05.025

  日期：2011.7

  In the absence of any additional ligands, the efficient N-arylation of nitrogen-containing heterocycles with aryl iodides catalyzed by relative low catalyst amount of Cu(OAc)2·H2O was developed. This simple catalytic system is involved in the C–N cross-coupling reaction and works for a variety of pyrazole, pyrrole, imidazole, triazole, indole, benzoimidazole, benzotriazole, carbazole, and anilines

  在没有任何其他配体的情况下，开发了由相对较低的催化剂量的Cu（OAc）2 ·H 2 O催化的含氮杂环与芳基碘的有效N-芳基化反应。这种简单的催化系统参与C–N交叉偶联反应，适用于各种电子性质不同的各种吡唑，吡咯，咪唑，三唑，吲哚，苯并咪唑，苯并三唑，咔唑和苯胺以及碘代芳基碘。建立了高效的铜（II）催化的N-芳基化方案。
• Practical synthesis of pyrazoles via a copper-catalyzed relay oxidation strategy
  作者：Xiaodong Tang、Liangbin Huang、Jidan Yang、Yanli Xu、Wanqing Wu、Huanfeng Jiang

  DOI：10.1039/c4cc06747a

  日期：——

  An efficient Cu-catalyzed cascade reaction involving N–O bond cleavage and C–C/C–N/N–N bond formations is developed to afford various 1,3- and 1,3,4-substituted pyrazoles.

  一种高效的铜催化级联反应被开发出来，涉及N-O键断裂和C-C/C-N/N-N键形成，以制备各种1,3-和1,3,4-取代吡唑。
• Facile synthesis of pyrazoles by iron-catalyzed regioselective cyclization of hydrazone and 1,2-diol under ligand-free conditions
  作者：Niranjan Panda、Subhadra Ojha

  DOI：10.1016/j.jorganchem.2018.02.043

  日期：2018.4

  A facile synthesis of pyrazoles by the cyclization of hydrazones and 1,2-diols was described. In the presence of ferric nitrate, the reaction occurs under neat conditions and makes the use of potassium persulfate to oxidize the diol to α-hydroxy carbaldehyde for the reaction with hydrazones to produce 1,3- and 1,3,5-substituted pyrazoles selectively. The overall regioselective transformation occurs

  描述了通过和1,2-二醇的环化容易地合成吡唑。在硝酸铁存在下，反应在纯净条件下发生，并利用过硫酸钾将二醇氧化为α-羟基甲醛，与反应生成选择性生成1,3-和1,3,5-取代的吡唑。整体区域选择性转化在无配体的温和条件下甚至在空气中一锅进行。
• Solvent-dependent copper-catalyzed synthesis of pyrazoles under aerobic conditions
  作者：Florian Pünner、Yoshihiro Sohtome、Mikiko Sodeoka

  DOI：10.1039/c6cc06935e

  日期：——

  present a copper-catalyzed oxidative cyclization of [small beta],[gamma]-unsaturated hydrazones, utilizing molecular oxygen as a stoichiometric oxidant. The methodology provides distinct classes of pyrazoles simply by changing the reaction solvent. Tris-substituted...

  我们提出了利用分子氧作为化学计量的氧化剂的铜催化的小β，γ-不饱和的氧化环化。该方法只需更改反应溶剂即可提供不同种类的吡唑。三取代...
• Catalyst-Free N-Arylation Using Unactivated Fluorobenzenes
  作者：Frederik Diness、David P. Fairlie

  DOI：10.1002/anie.201202149

  日期：2012.8.6

  Caught in a ‘SNAr'e: A one‐step, high‐yielding, catalyst‐free method is described for N‐arylation of azoles and indoles from unactivated monofluorobenzenes. This SNAr reaction tolerates a wide range of substituents and can also generate halogenated N‐aryl products. The reaction can also be performed simultaneously with or subsequent to a copper‐ or palladium‐catalyzed cross‐coupling reaction in the

  夹在A的Ñ Ar'e：一步法，高产，不含催化剂的方法，是从非活化monofluorobenzenes唑类和吲哚类的N-芳基化所述。该S Ñ氩反应容许宽范围的取代基，并且还可以生成卤代N-芳基产物。该反应也可以用同时执行或以一个铜或在相同的罐的钯-催化的交叉偶联反应之后进行。