2-(4-bromophenyl)-2,2-difluoro-N-phenylacetamide | 1332344-60-1

• 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: 2-(4-bromophenyl)-2,2-difluoro-N-phenylacetamide
• CAS: 1332344-60-1
• 化学式: C₁₄H₁₀BrF₂NO
• 分子量: 326.14
• InChiKey: NUVBWMKZVZMWDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴苯乙酰氯 、 苯胺 在 吡啶 、 tin(II) trifluoromethanesulfonate 、 Selectfluor 、 四-(五氟苯)硼酸钾盐 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以69%的产率得到2-(4-bromophenyl)-2,2-difluoro-N-phenylacetamide
  参考文献：
  名称：

  Tricomponent Catalytic α,α-Difluorination of Acid Chlorides

  摘要：

  The selective alpha,alpha-difluorination of carbonyl compounds remains a challenge in modern organic synthesis; current methods often incorporate stepwise processes and/or harsh conditions, providing unsatisfactory mixtures of mono- and difluorinated products. In this communication, a practical, mild, and one-pot method for the selective alpha,alpha-difluorination of readily available acid chlorides is reported in which three separate catalysts act synergistically to form products in outstanding selectivity and fair to excellent yields.

  DOI：

  10.1021/ol2019295

文献信息

• Tricomponent Catalytic α,α-Difluorination of Acid Chlorides
  作者：Steven Bloom、Michael T. Scerba、Jeremy Erb、Thomas Lectka

  DOI：10.1021/ol2019295

  日期：2011.10.7

  The selective alpha,alpha-difluorination of carbonyl compounds remains a challenge in modern organic synthesis; current methods often incorporate stepwise processes and/or harsh conditions, providing unsatisfactory mixtures of mono- and difluorinated products. In this communication, a practical, mild, and one-pot method for the selective alpha,alpha-difluorination of readily available acid chlorides is reported in which three separate catalysts act synergistically to form products in outstanding selectivity and fair to excellent yields.