(E)-2-(2-nitrovinyl)benzo[b]thiophene | 1355024-97-3

• 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: (E)-2-(2-nitrovinyl)benzo[b]thiophene
• 英文别名: 2-[(E)-2-Nitroethenyl]benzo[b]thiophene；2-[(E)-2-nitroethenyl]-1-benzothiophene
• CAS: 1355024-97-3
• 化学式: C₁₀H₇NO₂S
• 分子量: 205.237
• InChiKey: NPUPTMQXBWIESM-AATRIKPKSA-N

物化性质

• 沸点：
  373.0±17.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 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：
  74.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-苯并噻酚-2-羧醛 在 亚硝酸特丁酯 、 2,2,6,6-四甲基哌啶氧化物 、 potassium tert-butylate 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 12.0h， 生成 (E)-2-(2-nitrovinyl)benzo[b]thiophene
  参考文献：
  名称：

  Stereoselective Nitration of Olefins with ^tBuONO and TEMPO: Direct Access to Nitroolefins under Metal-free Conditions

  摘要：

  Nitroolefins are essential elements for both synthetic chemistry and medicinal research. Despite significant improvements in nitration of olefin an efficient metal-free synthesis remains elusive so far. Herein, we disclose a new set of reagents to access nitroolefins in a single step under metal-free conditions. A wide range of olefins with diverse functionalities has been nitrated in synthetically useful yields. This transformation is operationally simple and exhibits excellent E-selectivity. Furthermore, site selective nitration in a complex setup makes this method advantageous.

  DOI：

  10.1021/ol401426p

文献信息

• [EN] 17a-HYDROXYLASE/C17,20-LYASE INHIBITORS<br/>[FR] INHIBITEURS DE LA 17?-HYDROXYLASE/C17,20-LYASE
  申请人：NOVARTIS AG

  公开号：WO2012035078A1

  公开（公告）日：2012-03-22

  The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5, R6, A and n are as defined herein. A deuteriated derivative of the compound of Formula (I) is also provided.

  本发明提供了式（I）的化合物或其药学上可接受的盐，其中R1、R2、R3、R4、R5、R6、A和n如本文所定义。还提供了式（I）化合物的氘代衍生物。
• 17a-HYDROXYLASE/C17,20-LYASE INHIBITORS
  申请人：Bock Mark Gary

  公开号：US20140045872A1

  公开（公告）日：2014-02-13

  The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , A and n are as defined herein. A deuteriated derivative of the compound of Formula (I) is also provided.

  本发明提供了式（I）的化合物或其药学上可接受的盐，其中R1、R2、R3、R4、R5、R6、A和n如本文所定义。还提供了式（I）化合物的氘代衍生物。
• Metal‐free Synthesis of <scp>β‐Nitrostyrenes</scp> via <scp>DDQ‐Catalyzed</scp> Nitration
  作者：Sangwoon Park、Seungri Yoon、Sun‐Joon Min

  DOI：10.1002/bkcs.12232

  日期：2021.3

  In this study, we have developed a facile synthesis of (E)‐β‐nitrostyrenes by using tert‐butyl nitrite as a source of nitro group and DDQ as a key oxidant under aerobic condition. This process highlighted that a wide range of β‐nitrostyrenes could be synthesized under mild metal‐free reaction conditions at room temperature starting from readily available styrenes.

  在这项研究中，我们通过在有氧条件下使用亚硝酸叔丁酯作为硝基源和DDQ作为主要氧化剂，开发了一种轻松合成（E）-β-硝基苯乙烯的方法。该过程突出表明，在室温下，在温和的无金属反应条件下，可以从容易获得的苯乙烯开始合成多种β-硝基苯乙烯。
• A Predictably Selective Nitration of Olefin with Fe(NO₃)₃ and TEMPO
  作者：Togati Naveen、Soham Maity、Upendra Sharma、Debabrata Maiti

  DOI：10.1021/jo400598p

  日期：2013.6.21

  Ferric nitrate with catalytic TEMPO has been identified as a useful reagent for regio- and stereoselective nitration of a wide variety of aromatic, aliphatic, and heteroaromatic olefins. This reaction provided nitroolefins in preparatively useful yields with excellent E-selectivity. Due to its mild nature and operational simplicity, the present protocol is expected to find application in synthetic setup.
• 17aHYDROXYLASE/C17,20-LYASE INHIBITORS
  申请人：Novartis AG

  公开号：EP2627648A1

  公开（公告）日：2013-08-21