4-phenoxy-2-phenylaniline | 607731-83-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-phenoxy-2-phenylaniline
• CAS: 607731-83-9
• 化学式: C₁₈H₁₅NO
• 分子量: 261.323
• InChiKey: QCSWZRZEWMJELT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-phenoxy-2-phenylaniline 在 硫酸 、 sodium nitrite 、 sodium iodide 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 0.5h， 以81%的产率得到2-iodo-5-phenoxybiphenyl
  参考文献：
  名称：

  Synthesis of Fused Polycycles by 1,4-Palladium Migration Chemistry

  摘要：

  Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.

  DOI：

  10.1021/jo048788h
• 作为产物：
  描述：

  4-氨基二苯醚 在 bis-triphenylphosphine-palladium(II) chloride 、 1,2-二碘乙烷 、 叔丁基锂 、 potassium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 25.5h， 生成 4-phenoxy-2-phenylaniline
  参考文献：
  名称：

  Synthesis of Fused Polycycles by 1,4-Palladium Migration Chemistry

  摘要：

  Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.

  DOI：

  10.1021/jo048788h

文献信息

• METHOD FOR PRODUCING BIARYL COMPOUND
  申请人：Sato Koichi

  公开号：US20100087680A1

  公开（公告）日：2010-04-08

  A method for producing a biaryl compound, comprising reacting an aromatic organic compound with at least one compound selected from the group consisting of aromatic organoboron compounds and boroxine compounds, in the presence of a zero-valent nickel catalyst, phosphine ligand and base.

  一种制备双芳基化合物的方法，包括在零价镍催化剂、膦配体和碱的存在下，将芳香有机化合物与选自芳香基有机硼化合物和硼氧化物化合物组的至少一种化合物反应。
• Ambient Temperature Dehydrogenative C(Ar)–H Carbonylative Lactamization of 2-Arylanilines Using DMF as C1-Source
  作者：Yong-Ze Chen、Ting-Hui Ding、Qiang-Qiang Li、Jian-Ping Qu、Yan-Biao Kang

  DOI：10.1021/acs.orglett.3c00585

  日期：2023.4.21

  dehydrogenative C–H cleaving carbonylative lactamization of 2-arylanilines promoted by visible light and potassium bases is reported. Solvent DMF acts as the sole carbonyl source in the absence of an oxidant. The irreversible release of hydrogen gas drags this reaction to the stable phenanthridinone products. This work provides a direct conversion of a broad range of 2-arylanilines to various phenanthridinones.

  报道了由可见光和钾碱促进的 2-芳基苯胺的直接脱氢 C-H 裂解羰基内酰胺化。在没有氧化剂的情况下，溶剂 DMF 充当唯一的羰基来源。氢气的不可逆释放将此反应拖向稳定的菲啶酮产物。这项工作提供了将广泛的 2-芳基苯胺直接转化为各种菲啶酮的方法。该方法可应用于生物活性分子和有机光电材料的合成。
• PROCESS FOR PRODUCING BIARYL COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1914221A1

  公开（公告）日：2008-04-23

  A method for producing a biaryl compound, comprising reacting an aromatic organic compound with at least one compound selected from the group consisting of aromatic organoboron compounds and boroxine compounds, in the presence of a zero-valent nickel catalyst, phosphine ligand and base.

  一种生产双芳基化合物的方法，包括在零价镍催化剂、膦配体和碱存在下，使芳香族有机化合物与至少一种选自由芳香族有机硼化合物和硼氧化合物组成的组中的化合物反应。
• 1,4-Palladium Migration via C−H Activation, Followed by Arylation:  Synthesis of Fused Polycycles
  作者：Marino A. Campo、Qinhua Huang、Tuanli Yao、Qingping Tian、Richard C. Larock

  DOI：10.1021/ja035121o

  日期：2003.9.1

  A novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.
• Synthesis of Fused Polycycles by 1,4-Palladium Migration Chemistry
  作者：Qinhua Huang、Marino A. Campo、Tuanli Yao、Qingping Tian、Richard C. Larock

  DOI：10.1021/jo048788h

  日期：2004.11.1

  Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.