(E)-1-(2-(4-(tert-butyl)styryl)phenyl)-1H-pyrazole | 1187529-30-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-(2-(4-(tert-butyl)styryl)phenyl)-1H-pyrazole
• 英文别名: 1-{2-[(E)-2-(4-t-butylphenyl)ethenyl]phenyl}-1H-pyrazole；1-[2-[(E)-2-(4-tert-butylphenyl)ethenyl]phenyl]pyrazole
• CAS: 1187529-30-1
• 化学式: C₂₁H₂₂N₂
• 分子量: 302.419
• InChiKey: RWZBCMGSFPABAI-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 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：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-叔丁基苯乙烯 、 1-苯基吡唑 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper(II) acetate monohydrate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以72%的产率得到(E)-1-(2-(4-(tert-butyl)styryl)phenyl)-1H-pyrazole
  参考文献：
  名称：

  Rhodium-Catalyzed Mono- and Divinylation of 1-Phenylpyrazoles and Related Compounds via Regioselective C−H Bond Cleavage

  摘要：

  The selective 2-mono- and 2,6-divinylations of (N-containing heteroaryl)benzenes can be achieved effectively through rhodium-catalyzed oxidative coupling reactions with alkenes. The installation of two different vinyl groups is also possible by a simple one-pot manner. Thus, a series of 1,3-divinylbenzene derivatives, some of which exhibit solid-state fluorescence, is readily prepared.

  DOI：

  10.1021/jo901485v

文献信息

• Cobalt(III)-Catalyzed Direct <i>ortho</i> -Alkenylation of Arylpyrazoles: A Comparative Study on Decarboxylation and Desilylation
  作者：Anil Kumar、Nachimuthu Muniraj、Kandikere Ramaiah Prabhu

  DOI：10.1002/ejoc.201900270

  日期：2019.4.30

  A comparative study on Co-III-catalyzed direct C-H bond alkenylation of 1-phenylpyrazole derivatives with alkynyl carboxylic acids and arylalkynylsilanes under redox-neutral conditions has been disclosed. These methods show excellent selectivity with good to excellent yields. Trimethylsilylacetylene has been utilized as a vinyl source to obtain the corresponding styrene derivatives. The major differences

  已经公开了在氧化还原中性条件下 Co-III 催化的 1-苯基吡唑衍生物与炔基羧酸和芳基炔基硅烷的直接 CH 键烯基化的比较研究。这些方法显示出优异的选择性和良好的收率。三甲基甲硅烷基乙炔已被用作乙烯基来源以获得相应的苯乙烯衍生物。这两个反应之间的主要区别在于脱羧反应在碱添加剂存在下进行，而脱甲硅烷基化在酸添加剂存在下进行。开发的方法与各种功能组兼容。
• Ruthenium diacetate-catalysed oxidative alkenylation of C–H bonds in air: synthesis of alkenyl N-arylpyrazoles
  作者：Percia B. Arockiam、Cedric Fischmeister、Christian Bruneau、Pierre H. Dixneuf

  DOI：10.1039/c1gc15875a

  日期：——

  Ru(OAc)2(p-cymene) catalyses the directed dehydrogenative alkenylation of N-aryl pyrazoles by styrene and alkyl acrylates in the presence of a catalytic or stoichiometric amount of Cu(OAc)2·H2O in air; the acetic acid solvent plays a key role. With arene electron-donating groups, ruthenium-catalysed ortho-dialkenylation with alkyl acrylates can be obtained. A new method to generate the oxidative homocoupling of N-phenylpyrazole is provided with the Ru(OAc)2(p-cymene) catalyst.

  Ru(OAc)2(p-cymene) 在空气中催化苯乙烯和丙烯酸烷基酯对 N-芳基吡唑的定向脱氢烯基化反应，催化剂中的 Cu(OAc)2Â-H2O 在催化或一定量的情况下存在；乙酸溶剂起着关键作用。有了炔电子供体基团，就能获得钌催化的烷基丙烯酸酯正二烯酸化反应。Ru(OAc)2(p-cymene) 催化剂提供了一种生成 N-苯基吡唑氧化偶联反应的新方法。
• Rhodium-Catalyzed Mono- and Divinylation of 1-Phenylpyrazoles and Related Compounds via Regioselective C−H Bond Cleavage
  作者：Nobuyoshi Umeda、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/jo901485v

  日期：2009.9.18

  The selective 2-mono- and 2,6-divinylations of (N-containing heteroaryl)benzenes can be achieved effectively through rhodium-catalyzed oxidative coupling reactions with alkenes. The installation of two different vinyl groups is also possible by a simple one-pot manner. Thus, a series of 1,3-divinylbenzene derivatives, some of which exhibit solid-state fluorescence, is readily prepared.