ethyl 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzoate | 1874-37-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzoate
• 英文别名: 4-(5-phenyl-[1,3,4]oxadiazol-2-yl)-benzoic acid ethyl ester；2-Phenyl-5-(4-aethoxycarbonyl-phenyl)-1,3,4-oxadiazol
• CAS: 1874-37-9
• 化学式: C₁₇H₁₄N₂O₃
• 分子量: 294.31
• InChiKey: LXPOIKVNFBCOHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65.22
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N'-benzoyl-terephthalohydrazidic acid ethyl ester 在 三氯氧磷 作用下， 生成 ethyl 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzoate
  参考文献：
  名称：

  Grekow,A.P.; Schvaika,O.P., Journal of general chemistry of the USSR, 1960, vol. 30, p. 3763 - 3766

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Aminocarbonylation Reaction to Access 1,3,4-Oxadiazoles using Chloroform as the Carbon Monoxide Source
  作者：Zhengyi Li、Liang Wang

  DOI：10.1002/adsc.201500778

  日期：2015.11.16

  A palladium-catalyzed aminocarbonylation reaction of aryl halides with chloroform and tetrazoles has been developed, where chloroform was employed as the carbon monoxide (CO) source in the presence of cesium hydroxide. The in situ generated N-acylated tetrazoles were unstable and easily decomposed to afford 2,5-disubstituted 1,3,4-oxadiazoles. A wide range of tetrazoles and aryl halides reacted smoothly

  已经开发了芳基卤化物与氯仿和四唑的钯催化的氨基羰基化反应，其中在氢氧化铯的存在下，氯仿用作一氧化碳（CO）源。该原位生成的Ñ -acylated四唑是不稳定的，并且容易分解，得到2,5-二取代的-1,3,4-恶二唑。在优化的反应条件下，各种各样的四唑和卤代芳基反应平稳，以中等至良好的收率得到相应的产物。
• Photocatalyzed facile synthesis of 2,5-diaryl 1,3,4-oxadiazoles with polyaniline- g-C3N4-TiO2 composite under visible light
  作者：Liang Wang、Yaoyao Wang、Qun Chen、Mingyang He

  DOI：10.1016/j.tetlet.2018.03.005

  日期：2018.4

  PANI (polyaniline)-g-C3N4-TiO2 composite was prepared and found to be efficient for the synthesis of 2,5-diaryl 1,3,4-oxadiazoles under visible light. This reaction involved decarboxylation and cyclization from cc-keto acids with acylhydrazines, and a broad scope of substrates were tolerated to provide the desired products in moderate to good yields. Control experiments indicated that a radical pathway was involved in the present photocatalytic reaction and a synergistic effect may exist in the ternary composite. Moreover, this semiconductor photocatalyst could be readily recovered and showed good reusability with only slight decrease in the catalytic activity after six consecutive runs. (C) 2018 Elsevier Ltd. All rights reserved.