1-bromo-3-tert-butylnaphthalene | 264255-28-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-bromo-3-tert-butylnaphthalene
• CAS: 264255-28-9
• 化学式: C₁₄H₁₅Br
• 分子量: 263.177
• InChiKey: SJDBFIPVAZNVQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-bromo-3-tert-butylnaphthalene 生成 3,3-di-tert-butyl-[1,1']binaphthyl
  参考文献：
  名称：

  Perylene Synthesis by the Parallel Cycloaromatization of Adjacent Enediynes

  摘要：

  [GRAPHICS]As part of an investigation into new synthetic routes to poly(peri-naphthalene), the synthesis and cycloaromatization of tetraethynylbiphenyls is described. The temperature dependent cyclization of biphenyls containing unsubstituted alkynes provides the desired perylene in good yield.

  DOI：

  10.1021/ol005615f
• 作为产物：
  描述：

  1-bromo-5-tert-butyl-2,3-diiodo-benzene 在 哌啶 、 copper(l) iodide 、 bis(triphenylphosphine)palladium(II)-chloride 作用下， 反应 12.0h， 生成 1-bromo-3-tert-butylnaphthalene
  参考文献：
  名称：

  Perylene Synthesis by the Parallel Cycloaromatization of Adjacent Enediynes

  摘要：

  [GRAPHICS]As part of an investigation into new synthetic routes to poly(peri-naphthalene), the synthesis and cycloaromatization of tetraethynylbiphenyls is described. The temperature dependent cyclization of biphenyls containing unsubstituted alkynes provides the desired perylene in good yield.

  DOI：

  10.1021/ol005615f

文献信息

• The Bergman reaction as a synthetic tool: advantages and restrictions
  作者：Daniel M Bowles、Grant J Palmer、Chad A Landis、John L Scott、John E Anthony

  DOI：10.1016/s0040-4020(01)00247-2

  日期：2001.4

  The Bergman cycloaromatization reaction efficiently converts easily prepared acyclic enediynes into aromatic rings. In order to prepare larger, functionalized fused aromatic systems using this reaction, a thorough understanding of how functionalization affects cycloaromatization is necessary. We present here our studies on the influence of substituents at three different functionalization sites on

  Bergman环芳烃化反应可有效地将易于制备的无环烯二炔转化为芳环。为了使用该反应制备更大的官能化稠合芳族体系，必须全面了解官能化如何影响环芳构化。在这里，我们介绍了三个不同功能化位点上取代基对环芳构化的影响以及如何对这些官能团进行定制以制备更复杂的系统的研究。
• Tellurium-Mediated Cycloaromatization of Acyclic Enediynes under Mild Conditions
  作者：Chad A. Landis、Marcia M. Payne、David L. Eaton、John E. Anthony

  DOI：10.1021/ja0389467

  日期：2004.2.1

  cycloaromatization product. We have developed conditions that form sodium telluride from inexpensive tellurium metal in situ, and that also perform the desilylation of silylated arenediynes in the same process. Under our conditions, we are able to perform desilylation and cycloaromatization at temperatures as low as 40 degrees C and on a scale as large as 5 g in standard laboratory glassware.

  无环烯二炔的环芳构化通常需要非常高的温度（> 160 摄氏度）和稀释条件才能以合成有用的产率进行。这些条件阻碍了反应产量，抑制了该反应在材料的大规模生产中的应用。碲化钠与无环芳二炔反应生成相应的碲碱，在温和加热下会挤出 Te 度，生成环芳构化产物。我们已经开发出从廉价的碲金属原位形成碲化钠的条件，并在同一过程中对甲硅烷基化芳烃进行脱甲硅烷基化。在我们的条件下，我们能够在低至 40 摄氏度的温度和大至 5 克的标准实验室玻璃器皿中进行脱甲硅烷基化和环芳构化。
• [EN] PYRAZOLOPYRIMIDINE DERIVATIVES AND USES THEREOF AS TET2 INHIBITORS<br/>[FR] DÉRIVÉS DE PYRAZOLOPYRIMIDINE ET LEURS UTILISATIONS EN TANT QU'INHIBITEURS DE TET2
  申请人：[en]NOVARTIS AG

  公开号：WO2023214325A1

  公开（公告）日：2023-11-09

  The present invention relates to novel pyrazolopyrimidine compounds that are TET2 inhibitors, processes for their preparation, pharmaceutical compositions, and medicaments containing them, and their use in diseases and disorders mediated by a TET2 inhibitor.
• Perylene Synthesis by the Parallel Cycloaromatization of Adjacent Enediynes
  作者：Siew-Yin Chow、Grant J. Palmer、Daniel M. Bowles、John E. Anthony

  DOI：10.1021/ol005615f

  日期：2000.4.1

  [GRAPHICS]As part of an investigation into new synthetic routes to poly(peri-naphthalene), the synthesis and cycloaromatization of tetraethynylbiphenyls is described. The temperature dependent cyclization of biphenyls containing unsubstituted alkynes provides the desired perylene in good yield.