2-(4-fluorophenoxy)phenyl pivalate | 1440729-99-6

• 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-(4-fluorophenoxy)phenyl pivalate
• 英文别名: [2-(4-Fluorophenoxy)phenyl] 2,2-dimethylpropanoate；[2-(4-fluorophenoxy)phenyl] 2,2-dimethylpropanoate
• CAS: 1440729-99-6
• 化学式: C₁₇H₁₇FO₃
• 分子量: 288.319
• InChiKey: UJBNVVSKWOZEET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenoxy)phenyl pivalate 在 bis(1,5-cyclooctadiene)nickel (0) 、 caesium carbonate 、 1,2-双(二环己基磷基)-乙烷 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 72.0h， 以67%的产率得到2-fluorodibenzo[b,d]furan
  参考文献：
  名称：

  Nickel-catalyzed intramolecular C–H arylation using aryl pivalates as electrophiles

  摘要：

  This paper describes a method for nickel catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles. The transformation is efficient for the synthesis of diverse electronically and sterically differentiated dibenzofurans. Additionally, the method could be expanded toward the synthesis of carbazoles. Preliminary mechanistic studies of the transformation are also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.096
• 作为产物：
  描述：

  三甲基乙酰氯 、 2-(4-fluorophenoxy)phenol 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以53%的产率得到2-(4-fluorophenoxy)phenyl pivalate
  参考文献：
  名称：

  Nickel-catalyzed intramolecular C–H arylation using aryl pivalates as electrophiles

  摘要：

  This paper describes a method for nickel catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles. The transformation is efficient for the synthesis of diverse electronically and sterically differentiated dibenzofurans. Additionally, the method could be expanded toward the synthesis of carbazoles. Preliminary mechanistic studies of the transformation are also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.096

文献信息

• Nickel-catalyzed intramolecular C–H arylation using aryl pivalates as electrophiles
  作者：Jiayi Wang、Devin M. Ferguson、Dipannita Kalyani

  DOI：10.1016/j.tet.2013.04.096

  日期：2013.7

  This paper describes a method for nickel catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles. The transformation is efficient for the synthesis of diverse electronically and sterically differentiated dibenzofurans. Additionally, the method could be expanded toward the synthesis of carbazoles. Preliminary mechanistic studies of the transformation are also described. (C) 2013 Elsevier Ltd. All rights reserved.