2-氟-2'-硝基-1,1'-联苯 | 388-33-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氟-2'-硝基-1,1'-联苯
• 英文名称: 2-fluoro-2'-nitro-1,1'-biphenyl
• 英文别名: 2-fluoro-2′-nitrobiphenyl；2-Fluor-2'-nitro-biphenyl；2-fluoro-2'-nitro-biphenyl；1-(2-Fluorophenyl)-2-nitrobenzene
• CAS: 388-33-0
• 化学式: C₁₂H₈FNO₂
• 分子量: 217.199
• InChiKey: YCYXJRSQCCUBTG-UHFFFAOYSA-N

物化性质

• 熔点：
  71.5 °C
• 沸点：
  317.4±17.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氟-2'-硝基-1,1'-联苯 生成 2'-氟-[1,1'-联苯]-2-胺
  参考文献：
  名称：

  New Heteroaromatic Compounds. XVII.¹ Fluoro Derivatives of 10-Methyl-10,9-borazarophenanthrene²

  摘要：

  DOI：

  10.1021/jo01042a006
• 作为产物：
  描述：

  邻溴氟苯 在 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 水 为溶剂， 反应 12.58h， 生成 2-氟-2'-硝基-1,1'-联苯
  参考文献：
  名称：

  Transition-Metal-Free Synthesis of Phenanthridinones from Biaryl-2-oxamic Acid under Radical Conditions

  摘要：

  Na2S2O8-promoted decarboxylative cyclization of biaryl-2-oxamic acid for phenanthridinones has been developed. This work illustrates the first example of intramolecular decarboxylative amidation of unactivated arene under transition-metal-free conditions. Additionally, this approach provides an efficient and economical method to access biologically interesting phenanthridinones, an important structure motif in many natural products.

  DOI：

  10.1021/ol503459s

文献信息

• Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki–Miyaura Cross-Coupling in Neat Water
  作者：Pavel Postnikov、Stefan Bräse、Ksenia Kutonova、Nicole Jung、Marina Trusova、Victor Filimonov

  DOI：10.1055/s-0036-1588919

  日期：——

  was developed. The use of arenediazonium tosylates and corresponding boron compounds allows a conversion in neat water in the presence of commercially available Pd(OAc)2 under mild conditions with tolerance to a wide range of functional groups. A procedure particularly useful for the synthesis of di-ortho-substituted biaryls was developed. A simple, convenient, and environment-friendly procedure for

  摘要 开发了一种简单，方便且环境友好的程序，可通过Suzuki-Miyaura交叉偶联制备取代的联芳基。甲苯磺酸二氮杂鎓盐和相应的硼化合物的使用允许在市售的Pd（OAc）2存在下，在温和条件下，对宽范围的官能团具有耐受性的情况下，在纯水中进行转化。开发了一种对合成二邻位取代的联芳基特别有用的方法。 开发了一种简单，方便且环境友好的程序，可通过Suzuki-Miyaura交叉偶联制备取代的联芳基。甲苯磺酸二氮杂鎓盐和相应的硼化合物的使用允许在市售的Pd（OAc）2存在下，在温和条件下，对宽范围的官能团具有耐受性的情况下，在纯水中进行转化。开发了一种对合成二邻位取代的联芳基特别有用的方法。
• AMVN-initiated expedient synthesis of biaryls by the coupling reaction of unactivated arenes and heteroarenes with aryl iodides
  作者：Bhagat Singh Bhakuni、Abhimanyu Yadav、Shailesh Kumar、Sangit Kumar

  DOI：10.1039/c3nj01105d

  日期：——

  The role of radical initiators AMVN and AIBN has been studied in the potassium tert-butoxide mediated biaryl coupling reaction of aryl iodides with unactivated arenes. Radical initiator AMVN promoted carbon–carbon bond formation expeditiously from aryl iodide having various groups such as amino, methoxy, fluoro, methyl, and trifluoromethyl and arenes in the presence of potassium tert-butoxide (4 equiv.) at 110 °C in 2–5 h. Substituted arenes such as toluene, xylene, anisole, and fluorobenzene also proceeded to form biaryls under AMVN-initiated reaction conditions. Moreover naphthalene, pyridine, pyrimidine, and pyridazine also coupled with aryl iodides and produced biaryls in 41–82% yields. It seems that AMVN initiates the formation of the aryl radical, which enters the radical chain reaction. The generated aryl radical may combine with the arene leading to a biaryl radical, which upon protonation gives the biphenyl radical anion and tert-butanol. The biphenyl radical anion finally reacts with the aryl iodide generating the aryl radical and thus completes the radical chain reaction with concomitant release of biphenyl.

  自由基引发剂AMVN和AIBN在钾叔丁醇介导的芳基碘与未活化芳烃的双芳基偶联反应中的作用已被研究。自由基引发剂AMVN促进了不同取代基（如氨基、甲氧基、氟、甲基和三氟甲基）芳基碘与芳烃的碳–碳键形成，在钾叔丁醇（4当量）存在下，于110°C反应2–5小时。取代芳烃如甲苯、二甲苯、乙酸苄酯和氟苯在AMVN引发的反应条件下也能够形成双芳基。此外，萘、吡啶、嘧啶和吡嗪也与芳基碘偶联，产率为41–82%。看来AMVN能够引发芳基自由基的形成，并进入自由基链反应。生成的芳基自由基可能与芳烃结合形成双芳基自由基，随后经过质子化形成联苯自由基阴离子和叔丁醇。联苯自由基阴离子最终与芳基碘反应生成芳基自由基，从而完成自由基链反应，并伴随释放联苯。
• [EN] CARBAZOLE COMPOUNDS AND THERAPEUTIC USES OF THE COMPOUNDS<br/>[FR] COMPOSÉS CARBAZOLE ET UTILISATIONS THÉRAPEUTIQUES DESDITS COMPOSÉS
  申请人：CLEVELAND BIOLABS INC

  公开号：WO2010042445A1

  公开（公告）日：2010-04-15

  Compounds of the general structural formula (I) and (II) and use of the compounds and salts and hydrates thereof, as therapeutic agents are disclosed. Treatable diseases and conditions include cancers, inflammatory diseases and conditions, and immunodeficiency diseases. (I), (II).

  本发明揭示了一般结构式(I)和(II)的化合物及其盐和水合物的使用作为治疗剂。可治疗的疾病和病况包括癌症、炎症性疾病和病况，以及免疫缺陷病。 (I), (II)。
• Carbazole Compounds and Therapeutic Uses of the Compounds
  申请人：Tucker John

  公开号：US20110305661A1

  公开（公告）日：2011-12-15

  Compounds of the general structural formula (I) and (II) and use of the compounds and salts and hydrates thereof, as therapeutic agents are disclosed. Treatable diseases and conditions include cancers, inflammatory diseases and conditions, and immunodeficiency diseases.

  本发明揭示了具有一般结构式（I）和（II）的化合物及其盐和水合物的使用作为治疗剂。可治疗的疾病和病况包括癌症、炎症性疾病和病况以及免疫缺陷病。
• CARBAZOLE COMPOUNDS AND THERAPEUTIC USES OF THE COMPOUNDS
  申请人：Incuron, LLC

  公开号：US20140303224A1

  公开（公告）日：2014-10-09

  Compounds of the general structural formula (I) and (II) and use of the compounds and salts and hydrates thereof, as therapeutic agents are disclosed. Treatable diseases and conditions include cancers, inflammatory diseases and conditions, and immunodeficiency diseases. (I), (II).

  本发明揭示了通式（I）和（II）的化合物以及这些化合物和其盐和水合物的用途作为治疗剂。可治疗的疾病和状况包括癌症、炎症性疾病和状况以及免疫缺陷病。 (I)，(II)。