2-(4-iodophenyl)-1,3,4-oxadiazole | 31867-52-4

• 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-(4-iodophenyl)-1,3,4-oxadiazole
• 英文别名: 2-(4'-Iodphenyl)-1,3,4,oxadiazol
• CAS: 31867-52-4
• 化学式: C₈H₅IN₂O
• 分子量: 272.045
• InChiKey: XLPRGNUSPBHISF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (二氟甲基)三甲基硅烷 、 2-(4-iodophenyl)-1,3,4-oxadiazole 在 potassium tert-butylate 、 copper(l) cyanide 、 菲醌 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 6.0h， 以48%的产率得到2-(difluoromethyl)-5-(4-iodophenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  杂芳烃的直接和区域选择性C─H氧化二氟甲基化

  摘要：

  二氟甲基 (CF2H) 在药物化学领域具有重要意义。然而，由于将 CF2H 引入杂芳烃的合成方法的限制，对含有该基团的分子支架的研究受到了阻碍。在此，我们公开了一种通过铜介导的 CH 氧化二氟甲基化杂芳烃与 TMSCF2H 将二氟甲基直接引入杂芳烃的新策略。这种温和且具有区域选择性的方法能够以高产率方便地合成一系列二氟甲基化杂芳烃。使用 9,10-菲醌 (PQ) 作为氧化剂对于这种新的二氟甲基化反应的成功至关重要。

  DOI：

  10.1021/jacs.8b08135
• 作为产物：
  描述：

  ethyl 5-(4-iodophenyl)-1,3,4-oxadiazole-2-carboxylate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成 2-(4-iodophenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  N-杂环卡宾催化的醛与α-重氮碘鎓三氟甲磺酸的环化：轻松获得2,5-二取代的1,3,4-恶二唑

  摘要：

  在这里，我们报告了一种新的有机催化方法，用于从容易获得的醛合成复杂的 1,3,4-恶二唑。通过利用假定的 Breslow 中间体的亲核性和 α-重氮三氟甲磺酸盐固有的亲电性，我们发现N-杂环卡宾催化剂促进了各种醛和 α-重氮三氟甲磺酸盐的有效环化。该反应在具有广泛官能团耐受性的温和条件下进行。杂环产品可以很容易地进一步功能化，使该协议具有很高的价值。

  DOI：

  10.1021/acs.orglett.1c01128

文献信息

• ¹⁷ O NMR studies of substituted 1,3,4-oxadiazoles
  作者：Błażej Gierczyk、Maciej Zalas、Marcin Kaźmierczak、Jakub Grajewski、Radosław Pankiewicz、Bożena Wyrzykiewicz

  DOI：10.1002/mrc.2804

  日期：2011.10

  Three series of substituted 1,3,4-oxadiazoles were studied by (17)O NMR spectroscopy. Chemical shifts values were correlated with empirical Hammett parameters as well as calculated bond lengths and chemical shielding values.

  通过（17）O NMR光谱研究了三个系列的取代的1,3,4-恶二唑。化学位移值与经验的哈米特参数以及计算的键长和化学屏蔽值相关。
• Novel, fast and efficient one-pot sonochemical synthesis of 2-aryl-1,3,4-oxadiazoles
  作者：Morteza Rouhani、Ali Ramazani、Sang Woo Joo

  DOI：10.1016/j.ultsonch.2013.06.009

  日期：2014.1

  Ultrasound promoted synthesis of 2-aryl-1,3,4-oxadiazoles at ambient temperature is reported. The remarkable features of the new procedure are shorter reaction time, excellent yields, cleaner reaction profile and simple experimental and workup procedure. (C) 2013 Elsevier B.V. All rights reserved.
• Material Composition for Conductive Layers in Electronic Devices
  申请人：Terao Koichi

  公开号：US20070286997A1

  公开（公告）日：2007-12-13

  The object of the present invention is to provide a composition for conductive materials from which a conductive layer having a high carrier transport ability can be made, a conductive material formed of the composition and having a high carrier transport ability, a conductive layer formed using the conductive material as a main material, an electronic device provided with the conductive layer and having high reliability, and electronic equipment provided with the electronic device. The composition for conductive materials of the present invention comprising a compound represented by the following general formula (A1): wherein two R 1 s may be the same or different and each independently represents a straight-chain alkyl group having 2 to 8 carbon atoms, four R 2 s may be the same or different and each independently represents a hydrogen atom, a methyl group, or an ethyl group, Y represents a group containing at least one substituted or unsubstituted aromatic hydrocarbon ring or substituted or unsubstituted heterocycle, and two X's may be the same or different and each independently represents a substituent represented by the following general formula (A2):
• Composition for Conductive Materials Comprising Crosslinkable Arylamine Compounds and Use Thereof in Electronic Devices and Electronic Equipment
  申请人：Shinohara Yuji

  公开号：US20090009061A1

  公开（公告）日：2009-01-08

  The object of the present invention is to provide a composition for conductive materials from which a conductive layer having a high carrier transport ability can be made, a conductive material formed of the composition and having a high carrier transport ability, a conductive layer formed using the conductive material as a main material, an electronic device provided with the conductive layer and having high reliability, and electronic equipment provided with the electronic device. The composition for conductive materials of the present invention comprising a compound represented by the following general formula (A1) wherein two R's may be the same or different and each independently represents a straight-chain alkyl group having 2 to 8 carbon atoms, four R 2 s may be the same or different and each independently represents a hydrogen atom, a methyl group, or an ethyl group, Y represents a group containing at least one substituted or unsubstituted aromatic hydrocarbon ring or substituted or unsubstituted heterocycle, and two X's may be the same or different and each independently represents a substituent represented by the following general formula (A2): wherein n′ is an integer of 2 to 8 and Z′ represents a hydrogen atom or a methyl group.
• Composition for conductive materials, conductive material, conductive layer, electronic device, and electronic equipment
  申请人：Shinohara Takashi

  公开号：US20090088550A1

  公开（公告）日：2009-04-02

  The object of the present invention is to provide a composition for conductive materials from which a conductive layer having a high carrier transport ability can be made, a conductive material formed of the composition and having a high carrier transport ability, a conductive layer formed using the conductive material as a main material, an electronic device provided with the conductive layer and having high reliability, and electronic equipment provided with the electronic device. The composition for conductive materials of the present invention comprising a compound represented by the following general formula (A1): wherein two R 1 s may be the same or different and each independently represents a straight-chain alkyl group having 2 to 8 carbon atoms, four R 2 s may be the same or different and each independently represents a hydrogen atom, a methyl group, or an ethyl group, Y represents a group containing at least one substituted or unsubstituted aromatic hydrocarbon ring or substituted or unsubstituted heterocycle, and two X 1 s may be the same or different and each independently represents a substituent represented by the following general formula (A2): wherein n′ is an integer of 3 to 8, m 1 s an integer of 0 to 3, and Z 1 represents a hydrogen atom, a methyl group or an ethyl group.