5-[(E)-2-苯基乙烯基]-2-(4-甲苯基)-1,3,4-恶二唑 | 1164474-54-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-[(E)-2-苯基乙烯基]-2-(4-甲苯基)-1,3,4-恶二唑
• 英文名称: 5-[(E)-2-phenylvinyl]-2-(4-tolyl)-1,3,4-oxadiazole
• 英文别名: 2-[(E)-styryl]-5-(4-tolyl)-1,3,4-oxadiazole；(E)-2-styryl-5-p-tolyl-1,3,4-oxadiazole；2-(4-methylphenyl)-5-[(E)-2-phenylethenyl]-1,3,4-oxadiazole
• CAS: 1164474-54-7
• 化学式: C₁₇H₁₄N₂O
• 分子量: 262.311
• InChiKey: WZCMQJAODHOAGA-FMIVXFBMSA-N

物化性质

• 沸点：
  430.3±48.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲苯甲酰肼 在 copper(l) iodide 、 lithium tert-butoxide 、 N,N'-二甲基乙二胺 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 生成 5-[(E)-2-苯基乙烯基]-2-(4-甲苯基)-1,3,4-恶二唑
  参考文献：
  名称：

  Copper-catalyzed direct cross coupling of 1,3,4-oxadiazoles with trans-β-halostyrenes: synthesis of 2-E-vinyl 1,3,4-oxadiazoles

  摘要：

  The first direct C-H alkenylation of 1,3,4-oxadiazoles with trans-beta-halo olefinic system has been carried out using a combination of Cul/DMEDA as a catalyst. A wide range of 2-E-vinyl-substituted oxadiazoles were obtained in high yields (85-93%). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.049

文献信息

• An Improved Synthesis of 2-Aryl- and 2-Alkenyl-1,3,4-oxadiazoles by Using Copper(II) Oxide Nanoparticles as a Catalyst
  作者：Biswanath Das、N. Salva Reddy、P. Raghavendar Reddy

  DOI：10.1055/s-0034-1380923

  日期：——

  Abstract 2-Aryl- and 2-alkenyl-1,3,4-oxadiazoles were efficiently synthesized in high yields by treatment of 1,3,4-oxadiazoles with aryl or alkenyl halides, respectively, in the presence of copper(II) oxide nanoparticles as a catalyst. The reusability of the catalyst is an important advantage in relation to practical applications of this synthesis. 2-Aryl- and 2-alkenyl-1,3,4-oxadiazoles were efficiently

  摘要 通过在氧化铜（II）纳米粒子的存在下分别用芳基或烯基卤化物处理1,3,4-恶二唑，可以高收率高效合成2-芳基和2-烯基-1,3,4-恶二唑作为催化剂。相对于该合成的实际应用，催化剂的可重复使用性是重要的优点。 通过在氧化铜（II）纳米粒子的存在下分别用芳基或烯基卤化物处理1,3,4-恶二唑，可以高收率高效合成2-芳基和2-烯基-1,3,4-恶二唑作为催化剂。相对于该合成的实际应用，催化剂的可重复使用性是重要的优点。
• Palladium-Catalyzed Cross-Coupling of 1,3,4-Oxadiazoles and Styrenes: An Efficient Method to Synthesize 2-Alkenyl-1,3,4- Oxadiazoles§
  作者：N. Salvanna、Biswanath Das、P. Reddy

  DOI：10.1055/s-0036-1588561

  日期：2018.1

  2-Alkenyl-1,3,4-oxadiazole derivatives have been prepared by cross-coupling of 1,3,4-oxadiazoles with styrenes by using palladium(II) trifluoroacetate [Pd(TFA)2] as a catalyst, 1,10-phenanthroline as a ligand, silver trifluoroacetate as an oxidant, and toluene as a solvent. The products were formed in high yields and no byproducts were detected.

  通过使用二氟乙酸钯(II) [Pd(TFA)2] 作为催化剂，1,10-邻菲啰啉作为配体，三氟乙酸银作为氧化剂，甲苯作为溶剂，通过交叉偶联1,3,4-噁二唑与苯乙烯，制备了2-烯基-1,3,4-噁二唑衍生物。产物收率高，未检测到任何副产物。
• Copper-catalyzed direct cross coupling of 1,3,4-oxadiazoles with trans-β-halostyrenes: synthesis of 2-E-vinyl 1,3,4-oxadiazoles
  作者：Biswanath Das、Gandolla Chinna Reddy、Penagaluri Balasubramanyam、N. Salvanna

  DOI：10.1016/j.tet.2011.10.049

  日期：2012.1

  The first direct C-H alkenylation of 1,3,4-oxadiazoles with trans-beta-halo olefinic system has been carried out using a combination of Cul/DMEDA as a catalyst. A wide range of 2-E-vinyl-substituted oxadiazoles were obtained in high yields (85-93%). (C) 2011 Elsevier Ltd. All rights reserved.