1-Methoxy-4-(2-nitrovinyl)naphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Methoxy-4-(2-nitrovinyl)naphthalene
• 英文别名: 1-methoxy-4-(2-nitroethenyl)naphthalene
• 化学式: C₁₃H₁₁NO₃
• mdl: MFCD05844461
• 分子量: 229.235
• InChiKey: IQMHGDZCNXVGGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Methoxy-4-(2-nitrovinyl)naphthalene 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 过氧化双月桂酰 、 一水合肼 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 1,2-二氯乙烷 、 二乙二醇 为溶剂， 反应 18.25h， 生成 L 687384
  参考文献：
  名称：

  Synthesis of benzo-fused spiropiperidines through a regioselective free radical-mediated cyclization as key step: a suitable alternative towards the lead σ-1 receptor ligand L-687384

  摘要：

  The synthesis of four novel benzo-fused spiropiperidines and the lead sigma-1 receptor ligand L-687384 through a xanthate-mediated free radical spirocyclization as key step is described. Furthermore, the key free radical-based cyclization was computationally studied by means of the density functional theory approach at the UB3LYP/6-311+G(d) level to understand the regioselectivity because there are three possible closure pathways and only the benzo-fused spiropiperidines (ipso products) were experimentally found.[GRAPHICS]

  DOI：

  10.1007/s00706-014-1407-2
• 作为产物：
  描述：

  硝基甲烷 、 4-甲氧基-1-萘甲醛 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 1-Methoxy-4-(2-nitrovinyl)naphthalene
  参考文献：
  名称：

  使用牺牲导向基团从 β-硝基烯烃立体选择性合成 (E)-1,3-烯炔的 Pd 催化串联途径

  摘要：

  跳舞杂交：描述了仅从烯烃底物有效且立体选择性 ( E )-1,3-烯炔合成的第一个例子。硝基作为牺牲导向基团的诞生，通过促进零级到三级升级形成神奇的三键，使该方法原子和步骤高效且可持续。

  DOI：

  10.1002/chem.202301637

文献信息

• SULFONAMIDE DERIVATIVES AND PHARMACEUTICAL APPLICATIONS THEREOF
  申请人：Sunshine Lake Pharma Co., Ltd.

  公开号：EP3134392B1

  公开（公告）日：2019-01-02
• Sulfonamide Derivatives And Pharmaceutical Applications Thereof
  申请人：Sunshine Lake Pharma Co., Ltd.

  公开号：US20170037017A1

  公开（公告）日：2017-02-09

  Provided herein are sulfonamide derivatives or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a hydrate, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof, and their uses for treating Alzheimer's disease. Also provided herein are pharmaceutical compositions containing such compounds, and use of such compounds or pharmaceutical compositions thereof for managing or treating 5-HT 6 receptor-mediated diseases, especially in the manufacture of a medicament for managing or treating Alzheimer's disease.
• US9840482B2
  申请人：——

  公开号：US9840482B2

  公开（公告）日：2017-12-12
• Synthesis of benzo-fused spiropiperidines through a regioselective free radical-mediated cyclization as key step: a suitable alternative towards the lead σ-1 receptor ligand L-687384
  作者：Raúl Eduardo Gordillo-Cruz、Alejandro Islas-Jácome、Ángel Rentería-Gómez、Efrén Mera-Zambrano、Tannya Ibarra-Rivera、José Oscar Carlos Jimenez-Halla、Luis Demetrio Miranda-Gutiérrez、Rocío Gámez-Montaño

  DOI：10.1007/s00706-014-1407-2

  日期：2015.6

  The synthesis of four novel benzo-fused spiropiperidines and the lead sigma-1 receptor ligand L-687384 through a xanthate-mediated free radical spirocyclization as key step is described. Furthermore, the key free radical-based cyclization was computationally studied by means of the density functional theory approach at the UB3LYP/6-311+G(d) level to understand the regioselectivity because there are three possible closure pathways and only the benzo-fused spiropiperidines (ipso products) were experimentally found.[GRAPHICS]
• Pd‐Catalyzed Tandem Pathway for Stereoselective Synthesis of (<i>E</i>)‐1,3‐Enyne from <i>β</i>‐Nitroalkenes by Using a Sacrificial Directing Group
  作者：Subal Mondal、Siba P. Midya、Suman Das、Soumya Mondal、Abu S. M. Islam、Pradyut Ghosh

  DOI：10.1002/chem.202301637

  日期：2023.11.2

  Dancing hybridization: The first example of efficient and stereoselective (E)-1,3-enyne synthesis exclusively from alkene substrates is described. Inauguration of nitro group as a sacrificial directing group, formation of magical triple bond by promoting zero-order to third-order upgradation make this methodology atom and step efficient with sustainability.

  跳舞杂交：描述了仅从烯烃底物有效且立体选择性 ( E )-1,3-烯炔合成的第一个例子。硝基作为牺牲导向基团的诞生，通过促进零级到三级升级形成神奇的三键，使该方法原子和步骤高效且可持续。