1-adamantyl-3-fluorophenylmethanone | 1193404-18-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-adamantyl-3-fluorophenylmethanone
• 英文别名: 1-Adamantyl-(3-fluorophenyl)methanone
• CAS: 1193404-18-0
• 化学式: C₁₇H₁₉FO
• 分子量: 258.336
• InChiKey: NZAASHMBXHPITO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  金刚烷酰氯 、 三丁基-(3-氟苯基)锡烷 以 邻二氯苯 为溶剂， 反应 1.5h， 以70%的产率得到1-adamantyl-3-fluorophenylmethanone
  参考文献：
  名称：

  Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations

  摘要：

  The reaction of alkanoyl chlorides with arylstannanes in 1,2-dichlorobenzene (180 degrees C) is a simple and direct route for the catalyst-free and regioselective synthesis of tertiary alkyl aryl ketones in good to excellent isolated yields (55-77%). Nevertheless, under similar conditions, reactions carried out with alkanoyl chlorides bearing alpha-hydrogens render only the product of protodestannylation. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.07.019

文献信息

• Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations
  作者：Marcos J. Lo Fiego、María T. Lockhart、Alicia B. Chopa

  DOI：10.1016/j.jorganchem.2009.07.019

  日期：2009.10

  The reaction of alkanoyl chlorides with arylstannanes in 1,2-dichlorobenzene (180 degrees C) is a simple and direct route for the catalyst-free and regioselective synthesis of tertiary alkyl aryl ketones in good to excellent isolated yields (55-77%). Nevertheless, under similar conditions, reactions carried out with alkanoyl chlorides bearing alpha-hydrogens render only the product of protodestannylation. (C) 2009 Elsevier B. V. All rights reserved.