2-(2-bromo-5-fluorobenzyloxy)aniline | 792182-66-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-bromo-5-fluorobenzyloxy)aniline
• 英文别名: 2-[(2-Bromo-5-fluorophenyl)methoxy]aniline
• CAS: 792182-66-2
• 化学式: C₁₃H₁₁BrFNO
• mdl: MFCD09808112
• 分子量: 296.139
• InChiKey: NICKHTKLIVFPPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-bromo-5-fluorobenzyloxy)aniline 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 三叔丁基膦 、 potassium carbonate 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 以93%的产率得到2-fluoro-5,11-dihydrodibenzo[b,e][1,4]oxazepine
  参考文献：
  名称：

  An Efficient Assembly of Heterobenzazepine Ring Systems Utilizing an Intramolecular Palladium-Catalyzed Cycloamination

  摘要：

  Azaheterocyclic compounds are interesting and medicinally relevant targets. Herein we disclose an improved synthesis into the oxazepine and thiazepine ring systems. The key step in the synthesis exploits recent advancements in the palladium-catalyzed amination reaction, which was utilized to form the seven-membered rings. General conditions for this reaction were Pd(2)dba(3), P(t-BU)(3), NaO-t-Bu alone or with K2CO3, in toluene. The scope of the reaction was investigated, and has been shown to be effective on a variety of substrates as illustrated.

  DOI：

  10.1021/jo026546g
• 作为产物：
  描述：

  2-溴-5-氟溴苄 在 potassium carbonate 、 tin(ll) chloride 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 22.0h， 生成 2-(2-bromo-5-fluorobenzyloxy)aniline
  参考文献：
  名称：

  与可回收钯络合树枝状大分子在二氧化硅上的分子内羰基化反应：合成含氧、氮或硫的中环稠合杂环

  摘要：

  负载在二氧化硅上的钯络合树枝状大分子被评估为分子内羰基化反应的催化剂。结果表明，树枝状催化剂显示出高活性，以优异的产率提供含氧、氮或硫的七元或八元环稠合杂环。此外，这些催化剂具有竞争优势，因为它们可以通过在空气中简单过滤而轻松回收，并可重复使用多达 8 个循环，而活性仅有轻微损失。

  DOI：

  10.1021/ja053650h

文献信息

• Dihydrodiaryloxazepine derivative and pharmaceutical composition containing the same
  申请人：Ajinomoto Co., Inc.

  公开号：US20040110742A1

  公开（公告）日：2004-06-10

  The present invention provides dihydrodiaryloxazepine derivative represented by the following formula [1], analogs thereof and pharmaceutical compositions containing them. Those compounds have an excellent effect of improving functional diseases of gastrointestinal tracts. 1

  本发明提供了以下公式（1）所表示的二氢二苯并噁唑啉衍生物，其类似物以及含有它们的制药组合物。这些化合物具有改善胃肠道功能性疾病的优异效果。
• DIHYDRODIARYLOXAZEPINE DERIVATIVE AND MEDICINAL COMPOSITION CONTAINING THE DERIVATIVE
  申请人：Ajinomoto Co., Inc.

  公开号：EP1403258A1

  公开（公告）日：2004-03-31

  The present invention provides dihydrodiaryloxazepine derivative represented by the following formula [1], analogs thereof and pharmaceutical compositions containing them. Those compounds have an excellent effect of improving functional diseases of gastrointestinal tracts.

  本发明提供了由下式[1]代表的二氢二氮杂卓衍生物、其类似物以及含有它们的药物组合物。这些化合物在改善胃肠道功能性疾病方面具有极佳的效果。
• US7320973B2
  申请人：——

  公开号：US7320973B2

  公开（公告）日：2008-01-22
• Intramolecular Carbonylation Reactions with Recyclable Palladium-Complexed Dendrimers on Silica:  Synthesis of Oxygen, Nitrogen, or Sulfur-Containing Medium Ring Fused Heterocycles
  作者：Shui-Ming Lu、Howard Alper

  DOI：10.1021/ja053650h

  日期：2005.10.1

  Palladium-complexed dendrimers supported on silica were evaluated as catalysts for intramolecular carbonylation reactions. The results showed that dendritic catalysts display high activity, affording oxygen, nitrogen, or sulfur-containing seven- or eight-membered ring fused heterocycles in excellent yields. Moreover, these catalysts have competitive advantages in that they can be easily recovered by

  负载在二氧化硅上的钯络合树枝状大分子被评估为分子内羰基化反应的催化剂。结果表明，树枝状催化剂显示出高活性，以优异的产率提供含氧、氮或硫的七元或八元环稠合杂环。此外，这些催化剂具有竞争优势，因为它们可以通过在空气中简单过滤而轻松回收，并可重复使用多达 8 个循环，而活性仅有轻微损失。
• An Efficient Assembly of Heterobenzazepine Ring Systems Utilizing an Intramolecular Palladium-Catalyzed Cycloamination
  作者：Brandon J. Margolis、Jacob J. Swidorski、Bruce N. Rogers

  DOI：10.1021/jo026546g

  日期：2003.1.1

  Azaheterocyclic compounds are interesting and medicinally relevant targets. Herein we disclose an improved synthesis into the oxazepine and thiazepine ring systems. The key step in the synthesis exploits recent advancements in the palladium-catalyzed amination reaction, which was utilized to form the seven-membered rings. General conditions for this reaction were Pd(2)dba(3), P(t-BU)(3), NaO-t-Bu alone or with K2CO3, in toluene. The scope of the reaction was investigated, and has been shown to be effective on a variety of substrates as illustrated.