1-bromo-2-(2-phenoxyethyl)benzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-bromo-2-(2-phenoxyethyl)benzene
• 化学式: C₁₄H₁₃BrO
• 分子量: 277.161
• InChiKey: ATVTVSAWAMCFGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-bromo-2-(2-phenoxyethyl)benzene 在 palladium diacetate 、 potassium carbonate 、 2-二苯基磷-2'-(N,N-二甲氨基)联苯 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 6,7-dihydrodibenzo[b,d]oxepine
  参考文献：
  名称：

  Biaryl Synthesis via Direct Arylation:  Establishment of an Efficient Catalyst for Intramolecular Processes

  摘要：

  In this Communication, we describe direct arylation reactions with improved scope and catalyst activity for the intramolecular formation of biaryl compounds. This was achieved through the establishment of a highly active and robust catalyst system and the subsequent development of a novel phosphine ligand 27. The enhanced catalytic activity extends these transformations to include previously unreactive and poorly reactive substrates, and allows for very low catalyst loadings to be employed-as little as 0.1 mol %.

  DOI：

  10.1021/ja049017y
• 作为产物：
  描述：

  2-环己烯-1-酮 、 2-溴苯乙醇 在 碘 、 二甲基亚砜 作用下， 以 硝基甲烷 为溶剂， 反应 24.0h， 以89%的产率得到1-bromo-2-(2-phenoxyethyl)benzene
  参考文献：
  名称：

  无金属I2催化的醇和环己烯酮的高选择性脱氢偶联

  摘要：

  已经描述了I 2催化的环己酮和醇的高度选择性氧化缩合，用于合成芳基烷基醚。DMSO被用作温和的终端氧化剂。这种新颖的方法提供了无金属的反应条件，操作简便性和广泛的底物范围，可从廉价的试剂中获得有价值的产品。通过本方案可以有效地制备各种难以从报道的需要间位取代的苯酚的方法合成的间位取代的芳族醚。

  DOI：

  10.1002/cjoc.201700743

文献信息

• Selective serotonin receptor antagonists and therapeutic applications thereof
  申请人：——

  公开号：US20030232872A1

  公开（公告）日：2003-12-18

  Spiro[9,10-dihydroanthracene]-9,3′-pyrrolidine (SPAN) and derivatives thereof are provided as selective serotonin receptor antagonists. The compounds are selective, high affinity antagonists of 5-HT 2 serotonin receptors. The compounds are useful as antidepressant and antianxiety agents.

  Spiro[9,10-二氢蒽]-9,3'-吡咯烷（SPAN）及其衍生物被提供为选择性5-羟色胺受体拮抗剂。这些化合物是5-HT2 5-羟色胺受体的选择性、高亲和力拮抗剂。这些化合物可用作抗抑郁和抗焦虑药物。
• US6806283B2
  申请人：——

  公开号：US6806283B2

  公开（公告）日：2004-10-19
• Metal-Free I₂ -Catalyzed Highly Selective Dehydrogenative Coupling of Alcohols and Cyclohexenones
  作者：Yu-Feng Liang、Yizhi Yuan、Tao Shen、Song Song、Ning Jiao

  DOI：10.1002/cjoc.201700743

  日期：2018.3

  synthesis of aryl alkyl ethers has been described. DMSO is employed as the mild terminal oxidant. This novel methodology offers a metal‐free reaction condition, operational simplicity and broad substrate scope to afford valuable products from inexpensive reagents. Various meta‐substituted aromatic ethers which are hardly synthesized from the reported methods requiring meta‐substituted phenols, are efficiently

  已经描述了I 2催化的环己酮和醇的高度选择性氧化缩合，用于合成芳基烷基醚。DMSO被用作温和的终端氧化剂。这种新颖的方法提供了无金属的反应条件，操作简便性和广泛的底物范围，可从廉价的试剂中获得有价值的产品。通过本方案可以有效地制备各种难以从报道的需要间位取代的苯酚的方法合成的间位取代的芳族醚。
• Biaryl Synthesis via Direct Arylation:  Establishment of an Efficient Catalyst for Intramolecular Processes
  作者：Louis-Charles Campeau、Mathieu Parisien、Melissa Leblanc、Keith Fagnou

  DOI：10.1021/ja049017y

  日期：2004.8.1

  In this Communication, we describe direct arylation reactions with improved scope and catalyst activity for the intramolecular formation of biaryl compounds. This was achieved through the establishment of a highly active and robust catalyst system and the subsequent development of a novel phosphine ligand 27. The enhanced catalytic activity extends these transformations to include previously unreactive and poorly reactive substrates, and allows for very low catalyst loadings to be employed-as little as 0.1 mol %.