6-tert-butyl-1-(4-fluorophenyl)-4-phenylquinolin-2(1H)-one | 1160503-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-tert-butyl-1-(4-fluorophenyl)-4-phenylquinolin-2(1H)-one
• 英文别名: 6-Tert-butyl-1-(4-fluorophenyl)-4-phenylquinolin-2-one
• CAS: 1160503-46-7
• 化学式: C₂₅H₂₂FNO
• 分子量: 371.454
• InChiKey: FUCZHSMLWRDTFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  顺式-乙基肉桂酸酯 、 4-(tert-butyl)-N-(4-fluorophenyl)aniline 在 palladium diacetate 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以36%的产率得到6-tert-butyl-1-(4-fluorophenyl)-4-phenylquinolin-2(1H)-one
  参考文献：
  名称：

  Palladium-Catalyzed Direct Synthesis of Carbazoles via One-Pot N-Arylation and Oxidative Biaryl Coupling: Synthesis and Mechanistic Study

  摘要：

  An efficient catalytic system has been developed for the synthesis of carbazoles by one-pot N-arylation and oxidative biaryl coupling. A significant substituent effect of the diarylamine intermediate on oxidative Coupling was observed. Mechanistic studies of oxidative coupling, including trapping of reaction intermediates and kinetic isotope effect experiments, are also presented.

  DOI：

  10.1021/jo9003376

文献信息

• Palladium-Catalyzed Direct Synthesis of Carbazoles via One-Pot <i>N</i>-Arylation and Oxidative Biaryl Coupling: Synthesis and Mechanistic Study
  作者：Toshiaki Watanabe、Shinya Oishi、Nobutaka Fujii、Hiroaki Ohno

  DOI：10.1021/jo9003376

  日期：2009.7.3

  An efficient catalytic system has been developed for the synthesis of carbazoles by one-pot N-arylation and oxidative biaryl coupling. A significant substituent effect of the diarylamine intermediate on oxidative Coupling was observed. Mechanistic studies of oxidative coupling, including trapping of reaction intermediates and kinetic isotope effect experiments, are also presented.