methyl 2-{1-phenyl-2-(pyridin-2-yl)phenyl}acetate | 1383625-79-3

• 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: methyl 2-{1-phenyl-2-(pyridin-2-yl)phenyl}acetate
• 英文别名: Methyl 2-(3-phenyl-2-pyridin-2-ylphenyl)acetate；methyl 2-(3-phenyl-2-pyridin-2-ylphenyl)acetate
• CAS: 1383625-79-3
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: BPWOULDBOFEEBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(邻甲苯)吡啶 在 四(三苯基膦)钯 、 十二羰基三钌 、 norbornene 、 一氯化碘 、 potassium carbonate 、 caesium carbonate 、 cesium fluoride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 20.0~150.0 ℃ 、101.33 kPa 条件下， 反应 57.5h， 生成 methyl 2-{1-phenyl-2-(pyridin-2-yl)phenyl}acetate
  参考文献：
  名称：

  Sequential Protocol for C(sp³)–H Carboxylation with CO₂: Transition-Metal-Catalyzed Benzylic C–H Silylation and Fluoride-Mediated Carboxylation

  摘要：

  One of the most challenging transformations in current organic chemistry is the catalytic carboxylation of a C(sp(3))-H bond using CO2 gas, an inexpensive and ubiquitous Cl source. A sequential protocol for C(sp(3))-H carboxylation by employing a nitrogen-directed, metal-assisted, C-H activation/catalytic silylation reaction in conjunction with fluoride-mediated carboxylation with CO2 was established. The carboxylation proceeded only at the benzylic C(sp(3))-Si bond, not at the aromatic C(sp(2))-Si, which is advantageous for further manipulations of the products.

  DOI：

  10.1021/ol301431d

文献信息

• Sequential Protocol for C(sp³)–H Carboxylation with CO₂: Transition-Metal-Catalyzed Benzylic C–H Silylation and Fluoride-Mediated Carboxylation
  作者：Tsuyoshi Mita、Kenichi Michigami、Yoshihiro Sato

  DOI：10.1021/ol301431d

  日期：2012.7.6

  One of the most challenging transformations in current organic chemistry is the catalytic carboxylation of a C(sp(3))-H bond using CO2 gas, an inexpensive and ubiquitous Cl source. A sequential protocol for C(sp(3))-H carboxylation by employing a nitrogen-directed, metal-assisted, C-H activation/catalytic silylation reaction in conjunction with fluoride-mediated carboxylation with CO2 was established. The carboxylation proceeded only at the benzylic C(sp(3))-Si bond, not at the aromatic C(sp(2))-Si, which is advantageous for further manipulations of the products.