2-([1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydroquinoxaline | 1327154-18-6

• 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: 2-([1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydroquinoxaline
• 英文别名: 2-(biphenyl-4-yl)-1,2,3,4-tetrahydroquinoxaline
• CAS: 1327154-18-6
• 化学式: C₂₀H₁₈N₂
• 分子量: 286.376
• InChiKey: DFFIMOYFNGGFSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  24.06
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-(4-苯基苯基)喹喔啉 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 N-(2-氨基乙基)-4-(三氟甲基)苯磺酰胺 、 sodium formate 、 sodium acetate 、 溶剂黄146 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 10.0h， 以91%的产率得到2-([1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydroquinoxaline
  参考文献：
  名称：

  pH-Regulated transfer hydrogenation of quinoxalines with a Cp*Ir–diamine catalyst in aqueous media

  摘要：

  The combination of [Cp*IrCl2](2) with N-(2-aminoethyl)-4-(trifluoromethyl)benzenesulfonamide constitutes an efficient catalyst for selective transfer hydrogenation of a variety of quinoxalines in water with HCOONa as the hydrogen source, affording the corresponding tetrahydroquinoxalines in good to excellent yields. The catalyst is air-stable, and the reduction could be performed without nitrogen protection. The aqueous phase reduction is shown to be highly pH-dependent, with acidic pH leading to better results. There exits a pH window for optimum rate, and the use of HOAc/NaOAc buffer solution is essential for maintaining a stable pH during the reaction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.067

文献信息

• Metal-free tandem cyclization/hydrosilylation to construct tetrahydroquinoxalines
  作者：Yixiao Pan、Changjun Chen、Xin Xu、Haoqiang Zhao、Jiahong Han、Huanrong Li、Lijin Xu、Qinghua Fan、Jianliang Xiao

  DOI：10.1039/c7gc03095a

  日期：——

  B(C₆F₅)₃-Catalyzed tandem cyclization/hydrosilylation for the step-economical construction of 1,2,3,4-tetrahydroquinoxalines from readily available starting materials has been developed.

  B(C6F5)3催化的串联环化/氢硅烷化反应，可从易得的起始物构建1,2,3,4-四氢喹啉。