(E)-2-(2-(3,4,5-trimethoxyphenyl)vinyl)thiophene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-2-(2-(3,4,5-trimethoxyphenyl)vinyl)thiophene
• 英文别名: 2-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]thiophene
• 化学式: C₁₅H₁₆O₃S
• 分子量: 276.356
• InChiKey: RTDDXADBPBRACC-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2-(2-(3,4,5-trimethoxyphenyl)vinyl)thiophene 在 碘 作用下， 以 乙腈 为溶剂， 以65%的产率得到7,8,9-trimethoxynaphtho[2,1-b]thiophene
  参考文献：
  名称：

  通过芳基噻吩基乙烯的马洛里光反应合成稠合杂环系统。

  摘要：

  苯环或杂环片段中含有单，二和三甲氧基的2-和3-噻吩基苯乙烯（杂苯）的光化学氧化环化导致形成异噻吩基退火的多环芳族化合物，这表明其光学性质不同于最初的光学性质二苯乙烯衍生物。通过1 H和13 C NMR，HRMS，元素分析和X射线晶体学对环状产物的结构进行了评估。该研究旨在研究噻吩的二苯乙烯衍生物中的取代基以及噻吩核中苯乙烯基片段的位置对光环化反应发生的影响。

  DOI：

  10.1039/c9pp00289h
• 作为产物：
  描述：

  2-噻吩甲醛 、 三苯基-(3,4,5-三甲氧基-苄基)-溴化膦 在 氢氧化钾 、 18-冠醚-6 、 碘 作用下， 以 二氯甲烷 、 正庚烷 为溶剂， 生成 (E)-2-(2-(3,4,5-trimethoxyphenyl)vinyl)thiophene
  参考文献：
  名称：

  Styrylheterocycles: A novel class of inhibitors on lipopolysaccharide-Induced nitric oxide production

  摘要：

  A series of styrylheterocycles was prepared and their inhibitory activities against nitric oxide (NO) production were evaluated in a cell culture system using lipopolysaccharide-stimulated RAW264.7 macrophage cells. Our studies have identified a new series of inhibitors on NO production, providing the basis for further development of potent inhibitors. The preliminary structure-activity relationship, to elucidate the essential structural requirements, has been described. Mechanistic studies suggest that the suppression of iNOS mRNA transcription is, at least in part, related to the inhibitory activity of styrylheterocycles. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.013

文献信息

• Synthesis of (Z) isomers of benzoheterocyclic derivatives of combretastatin A-4: a comparative study of several methods
  作者：Thi Thanh Binh Nguyen、Thierry Lomberget、Ngoc Chau Tran、Roland Barret

  DOI：10.1016/j.tet.2013.01.005

  日期：2013.3

  monobromoalkene, a combination of hydrosilylation/vinylsilane hydrolysis and a palladium-catalyzed semi-hydrogenation step, using DMF/KOH as the hydrogen source. Our studies led us to prepare a series of diarylacetylene derivatives via a Sonogashira coupling reaction, and also to find out a copper-free basic cyclization leading to benzo[b]thiophenes. The final choice for the synthesis method of 1 strongly depends

  研究了几种制备（Z）三甲氧基苯乙烯衍生物1的方法。在发现Wittig反应导致不满意的结果后，考虑了三种不同的策略：使用DMF / KOH作为氢源的Suzuki偶联与立体定义的单溴烯烃，氢化硅烷化/乙烯基硅烷水解和钯催化的半氢化步骤的组合。我们的研究使我们通过Sonogashira偶联反应制备了一系列二芳基乙炔衍生物，并且发现了无铜的碱性环化反应，从而生成了苯并[ b ]噻吩。1的合成方法的最终选择 强烈依赖于目标化合物，但通常应优先选择避免使用有毒锡还原剂的半氢化反应。
• An Efficient Microwave-Promoted Route to (Z)-Stilbenes from trans-Cinnamic Acids: Synthesis of Combretastatin A-4 and Analogues
  作者：Sylvain Rault、Marc-Antoine Bazin、Marie Jouanne、Hussein El-Kashef

  DOI：10.1055/s-0029-1217981

  日期：2009.10

  cis-Stilbenes were synthesized from trans-cinnamic acids, involving ethylenic-bond bromination and a subsequent one-pot microwave-promoted stereoselective debrominative decarboxylation-Suzuki cross-coupling strategy. This sequence represents a useful way to prepare a variety of combretastatin A-4 derivatives.

  顺式二苯乙烯由反式肉桂酸合成，涉及烯键溴化和随后的一锅微波促进立体选择性脱溴脱羧-铃木交叉偶联策略。该序列代表了制备多种考布他汀 A-4 衍生物的有用方法。
• Sensor comprising an oligomer binding layer and method of making such sensor and arrays of such sensors
  申请人：INTERUNIVERSITAIR MICRO-ELEKTRONICA CENTRUM VZW

  公开号：EP1003032A1

  公开（公告）日：2000-05-24

  An aim of the invention is to provide a new type of sensor, capable of recognising and/or quantifying analytes in a fluid. A further aim of the present invention is to provide such sensors with an oligomer material as a binding layer. A further aim of the present invention is to provide a novel method for the manufacture if such sensor wherein the oligomer layer is locally deposited on the sites of the sensor having a multitude of sensing sites.

  本发明的目的是提供一种新型传感器，能够识别和/或量化流体中的分析物。本发明的另一个目的是提供具有低聚物材料作为结合层的此类传感器。本发明的另一个目的是提供一种制造这种传感器的新方法，其中低聚物层局部沉积在传感器具有多个传感点的位置上。
• Synthesis of fused heterocyclic systems via the Mallory photoreaction of arylthienylethenes
  作者：Natalia V. Dyachenko、Andrey V. Khoroshutin、Yulia A. Sotnikova、Valentina A. Karnoukhova、Sergey D. Tokarev、Alexander V. Anisimov、Yurii V. Fedorov、Olga A. Fedorova

  DOI：10.1039/c9pp00289h

  日期：2019.12

  Photochemical oxidative cyclization of 2- and 3-thienylstilbenes (heterostilbenes) containing mono-, di- and trimethoxy groups in the benzene ring or heterocyclic fragment results in the formation of isomeric thieno-annelated polycyclic aromatic compounds demonstrating optical properties that differ from those of initial stilbene derivatives. The structures of cyclic products were evaluated via1H and

  苯环或杂环片段中含有单，二和三甲氧基的2-和3-噻吩基苯乙烯（杂苯）的光化学氧化环化导致形成异噻吩基退火的多环芳族化合物，这表明其光学性质不同于最初的光学性质二苯乙烯衍生物。通过1 H和13 C NMR，HRMS，元素分析和X射线晶体学对环状产物的结构进行了评估。该研究旨在研究噻吩的二苯乙烯衍生物中的取代基以及噻吩核中苯乙烯基片段的位置对光环化反应发生的影响。
• Styrylheterocycles: A novel class of inhibitors on lipopolysaccharide-Induced nitric oxide production
  作者：Sang Kook Lee、Hye Young Min、Sun Kyung Huh、Eun-Young Kim、Eunjung Lee、Soyoung Song、Sanghee Kim

  DOI：10.1016/j.bmcl.2003.08.013

  日期：2003.11

  A series of styrylheterocycles was prepared and their inhibitory activities against nitric oxide (NO) production were evaluated in a cell culture system using lipopolysaccharide-stimulated RAW264.7 macrophage cells. Our studies have identified a new series of inhibitors on NO production, providing the basis for further development of potent inhibitors. The preliminary structure-activity relationship, to elucidate the essential structural requirements, has been described. Mechanistic studies suggest that the suppression of iNOS mRNA transcription is, at least in part, related to the inhibitory activity of styrylheterocycles. (C) 2003 Elsevier Ltd. All rights reserved.