5-(p-methylphenyl)benzo[b]thiophene | 1228187-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 5-(p-methylphenyl)benzo[b]thiophene
• 英文别名: 5-(p-tolyl)benzo[b]thiophene；5-(4-methylphenyl)benzothiophene；5-(4-methylphenyl)-1-benzothiophene
• CAS: 1228187-45-8
• 化学式: C₁₅H₁₂S
• 分子量: 224.326
• InChiKey: VFTKSPOPONSVRF-UHFFFAOYSA-N

物化性质

• 沸点：
  376.9±11.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-(p-methylphenyl)benzo[b]thiophene 在 甲酸 、 双氧水 作用下， 以 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  使用 HFIP 作为氢供体电化学还原苯并[b]噻吩 1,1-二氧化物†

  摘要：

  据报道，在无金属条件下，在未分割的电池中，以 HFIP 作为氢供体，可以直接电化学还原苯并[ b ]噻吩 1,1-二氧化物。此外，各种官能团的耐受性和放大实验表明了该方法的实用性和潜在应用。

  DOI：

  10.1002/cjoc.202300527
• 作为产物：
  描述：

  2-(p-methylphenyl)-1-(3-thienyl)buta-2,3-dienyl acetate 在 silver tetrafluoroborate 、 三苯基膦氯金 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以93%的产率得到5-(p-methylphenyl)benzo[b]thiophene
  参考文献：
  名称：

  苯并[ b ]噻吩，苯并[ b ]呋喃和二苯并呋喃的一般合成方法是通过金催化的1-杂芳基烷基-2,3-二烯基乙酸酯的环化反应

  摘要：

  通过金催化的1-杂芳基烷基-2,3-二烯基乙酸酯的苯并环烷基化反应，开发了一种高效温和的途径来制备一系列苯并[ b ]噻吩，苯并[ b ]呋喃和二苯并呋喃。在机理研究的基础上，提出了该反应涉及金卡宾和芳基金中间体的两种可能途径。

  DOI：

  10.1016/j.tet.2013.04.099

文献信息

• Room-Temperature Direct β-Arylation of Thiophenes and Benzo[<i>b</i>]thiophenes and Kinetic Evidence for a Heck-type Pathway
  作者：Chiara Colletto、Saidul Islam、Francisco Juliá-Hernández、Igor Larrosa

  DOI：10.1021/jacs.5b12242

  日期：2016.2.10

  The first example of a regioselective β-arylation of benzo[b]thiophenes and thiophenes at room temperature with aryl iodides as coupling partners is reported. This methodology stands out for its operational simplicity: no prefunctionalization of either starting material is required, the reaction is insensitive to air and moisture, and it proceeds at room temperature. The mild conditions afford wide

  报道了苯并[b]噻吩和噻吩在室温下以芳基碘作为偶联伙伴的区域选择性β-芳基化的第一个例子。这种方法因其操作简单而突出：不需要任何一种起始材料的预官能化，反应对空气和水分不敏感，并且在室温下进行。温和的条件提供了广泛的官能团耐受性，通常具有完全的区域选择性和高产率，从而形成高效的催化系统。包括 13C 和 2H KIE 在内的初步机理研究表明，该过程是通过噻吩双键上的协同碳钯化作用发生的，然后是碱基辅助的抗消除作用。
• P ACTIVE MATERIALS FOR ORGANIC PHOTOELECTRIC CONVERSION LAYERS IN ORGANIC PHOTODIODES
  申请人：Sony Corporation

  公开号：US20210193935A1

  公开（公告）日：2021-06-24

  The present disclosure relates to transparent P materials and their use in absorption layer(s), photoelectric conversion layer(s) and/or an organic image sensor and methods for their synthesis.

  本公开涉及透明P材料及其在吸收层、光电转换层和/或有机图像传感器中的使用，以及它们的合成方法。
• Efficient Synthesis of Biaryls through the Kumada Reaction Catalyzed by Carbene Adducts of Cyclopalladated Ferrocenylimine
  作者：Gerui Ren、Xiuling Cui、Yangjie Wu

  DOI：10.1002/ejoc.200901495

  日期：2010.4

  A series of carbene adducts of cyclopalladated ferrocenylimine were prepared and evaluated in the cross-coupling reaction of aryl halides with Grignard reagents (the Kumada reaction). Complex d exhibited high catalytic activity for the coupling of aryl chlorides with sterically hindered Grignard reagents and the reaction tolerated various functional groups. A wide range of biaryls were efficiently

  在芳基卤化物与格氏试剂（Kumada 反应）的交叉偶联反应中制备并评估了一系列环钯化二茂铁亚胺的卡宾加合物。配合物 d 对芳基氯与位阻格氏试剂的偶联表现出高催化活性，并且该反应可以耐受各种官能团。在温和的反应条件下，在 0.5 mol% 催化剂的存在下，以良好到极好的收率有效地获得了广泛的联芳基化合物。
• ANALOGS OF FEXARAMINE AND METHODS OF MAKING AND USING
  申请人：Salk Institute for Biological Studies

  公开号：US20170066724A1

  公开（公告）日：2017-03-09

  Novel compounds having a formula embodiments of a method of making the same, and of a composition comprising them are disclosed herein. Also disclosed are embodiments of a method of treating or preventing a metabolic disorder in a subject, comprising administering to a subject (e.g., via the gastrointestinal tract) a therapeutically effective amount of one or more of the disclosed compounds, thereby activating FXR receptors in the intestines, and treating or preventing a metabolic disorder in the subject. Additionally disclosed are embodiments of a method of treating or preventing inflammation in an intestinal region of a subject, comprising administering to the subject (e.g., via the gastrointestinal tract) a therapeutically effective amount of one or more of the disclosed compounds, thereby activating FXR receptors in the intestines, and thereby treating or preventing inflammation in the intestinal region of the subject.
• PHOTOELECTRIC CONVERSION ELEMENT AND IMAGING DEVICE
  申请人：SONY CORPORATION

  公开号：US20210057649A1

  公开（公告）日：2021-02-25

  A photoelectric conversion element according to an embodiment of the present disclosure includes: a first electrode; a second electrode disposed to be opposed to the first electrode; and a photoelectric conversion layer disposed to be opposed to and between the first electrode and the second electrode, in which the photoelectric conversion layer includes a first compound represented by the general formula and a second compound having a skeleton different from the first compound.