2-phenyl-5-(1-phenylethyl)-1,3,4-oxadiazole | 1181219-12-4

• 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: 2-phenyl-5-(1-phenylethyl)-1,3,4-oxadiazole
• CAS: 1181219-12-4
• 化学式: C₁₆H₁₄N₂O
• 分子量: 250.3
• InChiKey: DFIVSWXGBOJLPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  Alpha-甲基苯乙酸甲酯 在 hydrazine hydrate 、 三氯氧磷 作用下， 反应 12.0h， 生成 2-phenyl-5-(1-phenylethyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Fuloria, Neeraj K.; Fuloria, Shivkanya; Balaji, Kaveti, Indian Journal of Heterocyclic Chemistry, 2016, vol. 26, # 1-2, p. 37 - 42

  摘要：

  DOI：

文献信息

• Copper-catalyzed direct cross-coupling of 1,3,4-oxadiazoles with N-tosylhydrazones: efficient synthesis of benzylated 1,3,4-oxadiazoles
  作者：N. Salvanna、Gandolla Chinna Reddy、Bethapudi Rama Rao、Biswanath Das

  DOI：10.1039/c3ra42791a

  日期：——

  The first copper catalyzed direct C–H benzylation of 1,3,4-oxadiazoles using N-tosylhydrazones has efficiently been accomplished. Several substituted oxadiazoles have been prepared in high yields (80–89%) in 3 h.

  首个铜催化的直接C–H苄基化1,3,4-噁二唑的反应已成功实现，使用了N-托磺基肼。多个取代的噁二唑在3小时内以高产率（80–89%）制备完成。
• Study on DDQ-promoted synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from acid hydrazides and aldehydes
  作者：Karolina Jasiak、Agnieszka Kudelko、Wojciech Zieliński、Nikodem Kuźnik

  DOI：10.3998/ark.5550190.p009.668

  日期：——

  A facile stepwise synthesis of 2,5‐disubstituted 1,3,4‐oxadiazoles proceeding via oxidative cyclization of N‐acylhydrazones is reported. The reaction is efficiently promoted by 2,3‐dichloro‐5,6‐dicyano‐1,4‐ benzoquinone (DDQ) to afford the desired products mostly in high yields and in relatively short times. The final 1,3,4‐oxadiazole derivatives are also synthesized directly from acid hydrazides and

  据报道，通过 N-酰基腙的氧化环化，可以轻松逐步合成 2,5-二取代的 1,3,4-恶二唑。2,3-二氯-5,6-二氰基-1,4-苯醌（DDQ）可有效促进该反应，以高收率和相对较短的时间提供所需的产物。最终的 1,3,4-恶二唑衍生物也是通过单锅法直接从酰肼和醛合成的。详细讨论了所报告转化的底物范围和局限性。
• A novel and direct synthesis of 1,3,4-oxadiazoles or oxazolines from carboxylic acids using cyanuric chloride/indium
  作者：Cyrous O. Kangani、Billy W. Day

  DOI：10.1016/j.tetlet.2009.07.032

  日期：2009.9

  Direct synthesis of various oxazolines and 1,3,4-oxadiazoles from carboxylic acids was achieved using cyanuric chloride/indium under very mild conditions.

  使用氰尿酰氯/铟在非常温和的条件下，可以从羧酸直接合成各种恶唑啉和1,3,4-恶二唑。
• Nickel-Catalyzed C−H Alkenylation and Alkylation of 1,3,4-Oxadiazoles with Alkynes and Styrenes
  作者：Tomoya Mukai、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/jo901350j

  日期：2009.8.21

  The addition reaction of 1,3,4-oxadiazoles to alkynes via C-H bond cleavage efficiently proceeds in the presence of a nickel catalyst. This direct coupling allows a facile access to alkenyl-substituted oxadiazoles. The reaction with styrenes in place of alkynes is also available to selectively afford the corresponding branched adducts.