1-bromo-6-methoxynaphthalen-2-yl trifluoromethanesulfonate | 1382979-08-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-bromo-6-methoxynaphthalen-2-yl trifluoromethanesulfonate
• 英文别名: 1-Bromo-6-methoxynaphthalen-2-yl trifluoromethanesulfonate；(1-bromo-6-methoxynaphthalen-2-yl) trifluoromethanesulfonate
• CAS: 1382979-08-9
• 化学式: C₁₂H₈BrF₃O₄S
• 分子量: 385.158
• InChiKey: VICLZJKYRIHHQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-bromo-6-methoxynaphthalen-2-yl trifluoromethanesulfonate 在 吡啶 、 正丁基锂 、 甲基溴化镁 、 四丁基氟化铵 、 三氯化硼 、 氯化铂 、 四丁基碘化铵 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 正庚烷 、 二氯甲烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 23.51h， 生成 (PM)-1-aza[6]helicen-14-yl trifluoromethanesulfonate
  参考文献：
  名称：

  A Scalable and Expedient Route to 1-Aza[6]helicene Derivatives and Its Subsequent Application to a Chiral-Relay Asymmetric Strategy

  摘要：

  A rapid route to diversely functionalized 1-aza[6]helicenes has been achieved via the development of a copper-mediated cross-coupling reaction, followed by PtCl4-catalyzed cycloisomerization. Not only does this method allow access to these functionally important molecules on gram scale, but this strategy Is also suitable for relaying the axial chirality of a key intermediate to the helicity of the product.

  DOI：

  10.1021/ol400493x
• 作为产物：
  描述：

  6-甲氧基-2-萘酚 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.25h， 生成 1-bromo-6-methoxynaphthalen-2-yl trifluoromethanesulfonate
  参考文献：
  名称：

  A Scalable and Expedient Route to 1-Aza[6]helicene Derivatives and Its Subsequent Application to a Chiral-Relay Asymmetric Strategy

  摘要：

  A rapid route to diversely functionalized 1-aza[6]helicenes has been achieved via the development of a copper-mediated cross-coupling reaction, followed by PtCl4-catalyzed cycloisomerization. Not only does this method allow access to these functionally important molecules on gram scale, but this strategy Is also suitable for relaying the axial chirality of a key intermediate to the helicity of the product.

  DOI：

  10.1021/ol400493x

文献信息

• Novel Substituted Bicyclic Aromatic Compounds as S-Nitrosoglutathione Reductase Inhibitors
  申请人：Sun Xicheng

  公开号：US20130261122A1

  公开（公告）日：2013-10-03

  The present invention is directed to novel substituted bicyclic aromatic compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

  本发明涉及一种新型的取代双环芳香化合物，可用作S-亚硝基谷胱甘肽还原酶（GSNOR）抑制剂，包括此类化合物的制药组合物以及制备和使用它们的方法。
• Substituted bicyclic aromatic compounds as S-nitrosoglutathione reductase inhibitors
  申请人：Sun Xicheng

  公开号：US09249132B2

  公开（公告）日：2016-02-02

  The present invention is directed to novel substituted bicyclic aromatic compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

  本发明涉及一种新型的取代双环芳香化合物，可用作S-亚硝基谷胱甘肽还原酶（GSNOR）抑制剂，包括这种化合物的制药组合物以及制备和使用它们的方法。
• Reversible Boron‐Insertion into Aromatic C−C Bonds
  作者：Kaito Kuroki、Tatsuyoshi Ito、Jun Takaya

  DOI：10.1002/anie.202312980

  日期：2023.11.27

  Unprecedented formation of borabicyclo[3.2.0]heptadiene derivatives was achieved via reversible boron-insertion into aromatic C−C bonds in the photo-promoted skeletal rearrangement reaction of ambiphilic phosphine-boranes. The reaction mechanism was clarified to consist of sequential two electrocyclic reactions with E/Z-isomerization of an alkene moiety through a highly strained trans-borepin intermediate

  在两亲性膦-硼烷的光促进骨架重排反应中，通过可逆地将硼插入芳香族CC键中，实现了硼双环[3.2.0]庚二烯衍生物的前所未有的形成。反应机理被阐明为由连续的两个电环反应组成，其中烯烃部分通过高张力的反式-borepin中间体进行E / Z异构化。
• NOVEL SUBSTITUTED BICYCLIC AROMATIC COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS
  申请人：N30 Pharmaceuticals, Inc.

  公开号：EP2651871A1

  公开（公告）日：2013-10-23
• US9249132B2
  申请人：——

  公开号：US9249132B2

  公开（公告）日：2016-02-02