1-Fluoro-2-acetamido-2-phenylpropane | 66032-39-1

• 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: 1-Fluoro-2-acetamido-2-phenylpropane
• 英文别名: N-(1-Fluoro-2-phenylpropan-2-yl)acetamide；N-(1-fluoro-2-phenylpropan-2-yl)acetamide
• CAS: 66032-39-1
• 化学式: C₁₁H₁₄FNO
• 分子量: 195.237
• InChiKey: NCEFADSLUPMWSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙腈 、 2-苯基-1-丙烯 在 indium trifluoride 、 Selectfluor 、 水 作用下， 反应 0.5h， 以75%的产率得到1-Fluoro-2-acetamido-2-phenylpropane
  参考文献：
  名称：

  InX3-catalyzed haloamidation of vinyl arenes: a facile synthesis of α-bromo- and α-fluoroamides

  摘要：

  A variety of alkenes are converted into the corresponding alpha-fluoroamides in high yields by selectfluor (TM) in the presence of 10 mol % of InF3 in nitrile solution. alpha-Bromoamides are obtained with NBS in the presence of 10 mol % InBr3 under similar conditions. The use of Lewis acid in haloamidation significantly improved the yields and reaction rates. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.090

文献信息

• Ritter-type fluorofunctionalisation as a new, effective method for conversion of alkenes to vicinal fluoroamides
  作者：Stojan Stavber、Tjasa Sotler Pecan、Maja Pape?、Marko Zupan

  DOI：10.1039/cc9960002247

  日期：——

  A range of alkenes are converted to vicinal fluoroacetamides in high yield by reaction with 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)(AccufluorTM NFTh) in acetonitrile solution.

  一系列烯烃通过与1-氟-4-羟基-1,4-二氮鎓双环[2.2.2]辛烷二(四氟硼酸盐)(AccufluorTM NFTh)在乙腈溶液中反应，高效转化为高产率的邻位氟乙酰胺类化合物。
• InX3-catalyzed haloamidation of vinyl arenes: a facile synthesis of α-bromo- and α-fluoroamides
  作者：J.S. Yadav、B.V. Subba Reddy、D. Narasimha Chary、D. Chandrakanth

  DOI：10.1016/j.tetlet.2008.12.090

  日期：2009.3

  A variety of alkenes are converted into the corresponding alpha-fluoroamides in high yields by selectfluor (TM) in the presence of 10 mol % of InF3 in nitrile solution. alpha-Bromoamides are obtained with NBS in the presence of 10 mol % InBr3 under similar conditions. The use of Lewis acid in haloamidation significantly improved the yields and reaction rates. (C) 2009 Elsevier Ltd. All rights reserved.