6-(3-fluorophenyl)naphthalen-2-yl pivalate | 1554400-38-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-(3-fluorophenyl)naphthalen-2-yl pivalate
• 英文别名: [6-(3-Fluorophenyl)naphthalen-2-yl] 2,2-dimethylpropanoate；[6-(3-fluorophenyl)naphthalen-2-yl] 2,2-dimethylpropanoate
• CAS: 1554400-38-2
• 化学式: C₂₁H₁₉FO₂
• 分子量: 322.379
• InChiKey: ZDSFDWPQOSDSMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  triethyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 、 6-(3-fluorophenyl)naphthalen-2-yl pivalate 在 copper (II)-fluoride 、 bis(1,5-cyclooctadiene)nickel (0) 、 cesium fluoride 、 三环己基膦 作用下， 以 甲苯 为溶剂， 生成 triethyl(6-(3-fluorophenyl)naphthalen-2-yl)silane
  参考文献：
  名称：

  A Mild Ni/Cu-Catalyzed Silylation via C–O Cleavage

  摘要：

  A Ni/Cu-catalyzed silylation of unactivated C-O electrophiles derived from phenols or benzyl alcohols is described. This transformation is characterized by its wide scope and mild conditions, providing a direct access to synthetically versatile silylated compounds. The protocol allows for the coupling of C(sp(2))-O and even C(sp(3))-O bonds with similar efficiency.

  DOI：

  10.1021/ja412107b
• 作为产物：
  描述：

  6-(3-Fluorophenyl)naphthalen-2-ol 、 三甲基乙酸酐 在 iron(III) chloride 作用下， 以 neat (no solvent) 为溶剂， 生成 6-(3-fluorophenyl)naphthalen-2-yl pivalate
  参考文献：
  名称：

  A Mild Ni/Cu-Catalyzed Silylation via C–O Cleavage

  摘要：

  A Ni/Cu-catalyzed silylation of unactivated C-O electrophiles derived from phenols or benzyl alcohols is described. This transformation is characterized by its wide scope and mild conditions, providing a direct access to synthetically versatile silylated compounds. The protocol allows for the coupling of C(sp(2))-O and even C(sp(3))-O bonds with similar efficiency.

  DOI：

  10.1021/ja412107b

文献信息

• Chromium-Catalyzed Selective Borylation of Vinyl Triflates and Unactivated Aryl Carboxylic Esters with Pinacolborane
  作者：Li Gong、Chao Li、Fangyan Yuan、Senlin Liu、Xiaoming Zeng

  DOI：10.1021/acs.orglett.2c01015

  日期：2022.5.6

  catalysis via the selective formation of vinyl and aryl boronate esters. The competing hydrided reduction or allylic borylation proceeds sluggishly or does not occur, therefore providing a selective strategy for the incorporation of boronate into olefins and arenes. Mechanistic studies indicate that the σ-bond metathesis or oxidative addition mechanism may be considered to be responsible for the cleavage

  使用频哪醇硼烷对丰富的乙烯基三氟甲磺酸酯和未活化的芳基羧酸酯进行硼酸化是通过铬催化选择性形成乙烯基和芳基硼酸酯实现的。竞争性氢化还原或烯丙基硼化反应缓慢或不发生，因此为将硼酸盐结合到烯烃和芳烃中提供了一种选择性策略。机理研究表明，σ键复分解或氧化加成机制可能被认为是酯支架断裂的原因。