[1,1'-biphenyl]-2-yl(cyclohexyl)methanone | 963-92-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [1,1'-biphenyl]-2-yl(cyclohexyl)methanone
• 英文别名: 2-Cyclohexylcarbonyl-biphenyl；cyclohexyl-(2-phenylphenyl)methanone
• CAS: 963-92-8
• 化学式: C₁₉H₂₀O
• 分子量: 264.367
• InChiKey: FVBVSLZEYWMBGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914399090

反应信息

• 作为反应物：
  描述：

  [1,1'-biphenyl]-2-yl(cyclohexyl)methanone 在 三氟甲磺酸 、 叠氮基三甲基硅烷 作用下， 以 三氟乙酸 为溶剂， 反应 12.0h， 以81%的产率得到5-氮杂菲,6-环己基-
  参考文献：
  名称：

  Metal-Free Nitrogenation of 2-Acetylbiphenyls: Expeditious Synthesis of Phenanthridines

  摘要：

  An intermolecular nitrogenation reaction toward the synthesis of phenanthridines has been developed. This metal-free protocol provides a novel nitrogen-incorporation transformation using azides as the nitrogen source. Phenanthridines, which are of great interest in pharmaceutical and medicinal chemistry, are synthesized efficiently in one step. Moreover, the byproducts derived from the Schmidt reaction are inhibited, which further demonstrated the high chemoselectivity of this transformation.

  DOI：

  10.1021/acs.orglett.5b00797
• 作为产物：
  描述：

  2-联苯硼酸 、 环己甲酰氯 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium phosphate monohydrate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 [1,1'-biphenyl]-2-yl(cyclohexyl)methanone
  参考文献：
  名称：

  Metal-Free Nitrogenation of 2-Acetylbiphenyls: Expeditious Synthesis of Phenanthridines

  摘要：

  An intermolecular nitrogenation reaction toward the synthesis of phenanthridines has been developed. This metal-free protocol provides a novel nitrogen-incorporation transformation using azides as the nitrogen source. Phenanthridines, which are of great interest in pharmaceutical and medicinal chemistry, are synthesized efficiently in one step. Moreover, the byproducts derived from the Schmidt reaction are inhibited, which further demonstrated the high chemoselectivity of this transformation.

  DOI：

  10.1021/acs.orglett.5b00797

文献信息

• Palladium and visible-light mediated carbonylative Suzuki–Miyaura coupling of unactivated alkyl halides and aryl boronic acids
  作者：Sara Roslin、Luke R. Odell

  DOI：10.1039/c7cc02763j

  日期：——

  Herein, a simple and efficient method for the palladium-catalyzed carbonylation of aryl boronic acids with unactivated alkyl iodides and bromides under visible-light irradiation, ambient temperature and low CO-pressure is presented. Notably, the procedure uses readily available equipment and an inexpensive palladium catalyst to generate the key alkyl radical intermediate. These mild conditions enabled

  本文提出了一种简单有效的方法，在可见光，环境温度和低CO压力下，用未活化的烷基碘和溴化物对芳基硼酸进行钯催化的羰基化反应。值得注意的是，该方法使用容易获得的设备和廉价的钯催化剂来生成关键的烷基自由基中间体。这些温和的条件使得能够合成多种功能化的芳基烷基酮，包括抗精神病药美拉酮。
• 980. The synthesis of 1,7-diphenylnaphthalene, 7-phenyl-1-o-tolylnaphthalene, and 1,8 -diphenylnaphthalene
  作者：A. S. Bailey、G. A. Dale、A. J. Shuttleworth、D. P. Weizmann

  DOI：10.1039/jr9640005110

  日期：——
• Metal-Free Nitrogenation of 2-Acetylbiphenyls: Expeditious Synthesis of Phenanthridines
  作者：Conghui Tang、Yizhi Yuan、Ning Jiao

  DOI：10.1021/acs.orglett.5b00797

  日期：2015.5.1

  An intermolecular nitrogenation reaction toward the synthesis of phenanthridines has been developed. This metal-free protocol provides a novel nitrogen-incorporation transformation using azides as the nitrogen source. Phenanthridines, which are of great interest in pharmaceutical and medicinal chemistry, are synthesized efficiently in one step. Moreover, the byproducts derived from the Schmidt reaction are inhibited, which further demonstrated the high chemoselectivity of this transformation.