N-butyl-2-(4-fluorophenyl)-2-methylpropanamide | 1197341-55-1

• 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: N-butyl-2-(4-fluorophenyl)-2-methylpropanamide
• CAS: 1197341-55-1
• 化学式: C₁₄H₂₀FNO
• 分子量: 237.317
• InChiKey: AEWFCMDCCWKQQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2-bromo-N-butyl-N-((4-fluorophenyl)sulfonyl)-2-methylpropanamide 在 二氯甲烷 、 五甲基二乙烯三胺 、 copper(I) bromide 作用下， 反应 4.0h， 以51%的产率得到N-butyl-2-(4-fluorophenyl)-2-methylpropanamide
  参考文献：
  名称：

  2-Aryl propionamides via 1,4-aryl radical migration from N-arylsulfonyl-2-bromopropionamides

  摘要：

  Reaction of N-alkyl-N-arylsulfonyl-2-halo-propionamides with pentamethyldiethylenetriamine and either CuBr or CuCl leads to 2-aryl propionamides via initial radical generation, 1,4-aryl migration with loss of SO2 and reduction of the intermediate amidyl radical in 40-99% yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.125

文献信息

• Copper(I) Halide Mediated Tandem 1,4-Aryl Migration-Oxidative Amidyl Radical Cyclisation of Bromosulfonamides
  作者：Andrew Clark、David Fullaway、Nicholas Murphy、Hemal Parekh

  DOI：10.1055/s-0029-1219151

  日期：2010.3

  Reaction of N-butyl-N-(2-bromo-2-methylpropionyl)-arylsulfonamides with CuBr/tripyridylamine leads to amidyl radicals via 1,4-aryl migration with concomitant loss of SO2, which can further undergo cyclisation to oxindoles or reduction to amides with the ratio dependent upon the temperature and solvent utilised.
• 2-Aryl propionamides via 1,4-aryl radical migration from N-arylsulfonyl-2-bromopropionamides
  作者：Andrew J. Clark、Stuart R. Coles、Alana Collis、David R. Fullaway、Nicholas P. Murphy、Paul Wilson

  DOI：10.1016/j.tetlet.2009.08.125

  日期：2009.11

  Reaction of N-alkyl-N-arylsulfonyl-2-halo-propionamides with pentamethyldiethylenetriamine and either CuBr or CuCl leads to 2-aryl propionamides via initial radical generation, 1,4-aryl migration with loss of SO2 and reduction of the intermediate amidyl radical in 40-99% yields. (C) 2009 Elsevier Ltd. All rights reserved.