2-phenyl-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethanone | 556020-52-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-phenyl-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethanone
• CAS: 556020-52-1
• 化学式: C₁₆H₁₂N₂O₂
• 分子量: 264.283
• InChiKey: MZXWMROYJCJJIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  56
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以100%的产率得到2-phenyl-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethanone
  参考文献：
  名称：

  Pd-Catalyzed Regioselective Decarboxylative/C–H α-Alkoxyalkenylation of Heterocycles Using α-Carboxyvinylethers

  摘要：

  A direct introduction of vinyl ethers into C-H bond of heterocycles is reported. For this purpose, decarboxylative direct C-H cross-coupling of 1,3-diazoles with alpha-carboxyvinyl ethers as coupling partners was achieved under Pd(0)/Cu(I) cooperative catalysis to produce various alpha-heteroarylated vinylethers. This methodology was applied to the innovative production of heteroarylated enolizable ketones and naturally occurring bis-oxa(thia)zoles.

  DOI：

  10.1021/acscatal.7b01330

文献信息

• Trimethylsilyl-1,3,4-oxadiazoles—new useful synthons for the synthesis of various 2,5-disubstituted-1,3,4-oxadiazoles
  作者：Evgenij V. Zarudnitskii、Igor I. Pervak、Anatolij S. Merkulov、Aleksandr A. Yurchenko、Andrej A. Tolmachev

  DOI：10.1016/j.tet.2008.08.040

  日期：2008.11

  The reactivity of 2-aryl-5-trimethylsilyl-1,3,4-oxadiazoles toward different types of electrophiles was investigated. These silanes readily react with chlorine, bromine, aliphatic acyl chlorides, 2-nitrobenzenesulfenyl chloride, and some reactive isocyanates affording the corresponding substituted 1,3,4-oxadiazoles. The reactions with carbonyl compounds proceed only in the presence of F− anions.

  研究了2-芳基-5-三甲基甲硅烷基-1,3,4-恶二唑对不同类型亲电试剂的反应性。这些硅烷容易与氯，溴，脂肪族酰氯，2-硝基苯磺酰氯和一些反应性异氰酸酯反应，得到相应的取代的1,3,4-恶二唑。与羰基化合物反应仅进行在F的存在-的阴离子。
• COMPOUNDS FOR THE TREATMENT OF TUBERCULOSIS
  申请人：THE BROAD INSTITUTE, INC.

  公开号：US20160031870A1

  公开（公告）日：2016-02-04

  Disclosed are compounds that can be used for treating tuberculosis.

  本发明涉及用于治疗结核病的化合物。
• Compounds for the treatment of tuberculosis
  申请人：THE BROAD INSTITUTE, INC.

  公开号：US10301294B2

  公开（公告）日：2019-05-28

  Disclosed are compounds that can be used for treating tuberculosis.

  所公开的是可用于治疗结核病的化合物。
• A novel one-pot synthesis of α-keto-1,3,4-oxadiazole derivatives based on isocyanide-Nef reaction
  作者：Liren Cui、Qiong Liu、Jingxun Yu、Chongzhi Ni、Hui Yu

  DOI：10.1016/j.tetlet.2011.08.086

  日期：2011.10

  Various alpha-keto-1,3,4-oxadiazole derivatives were synthesized through a sequential intermolecular dehydrochlorination/intramolecular aza-Wittig reaction of carboxylic acids and imidoyl chloride intermediates, which were generated by isocyanide-Nef reaction of acyl chlorides and (N-isocyanimine) triphenylphosphorane (1) in CH2Cl2 at room temperature. (C) 2011 Elsevier Ltd. All rights reserved.
• [EN] COMPOUNDS FOR THE TREATMENT OF TUBERCULOSIS<br/>[FR] COMPOSÉS POUR LE TRAITEMENT DE LA TUBERCULOSE
  申请人：BROAD INST INC

  公开号：WO2014165090A1

  公开（公告）日：2014-10-09

  Disclosed are compounds that can be used for treating tuberculosis.