N-Benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide | 737004-94-3

• 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-Benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide
• 英文别名: N-benzyl-4-methyl-N-[2-[4-(2-trimethylsilylethynyl)phenyl]ethynyl]benzenesulfonamide
• CAS: 737004-94-3
• 化学式: C₂₇H₂₇NO₂SSi
• 分子量: 457.668
• InChiKey: IXLWLHLUMVPLAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 以95%的产率得到N-Benzyl-N-(4-ethynyl-phenylethynyl)-4-methyl-benzenesulfonamide
  参考文献：
  名称：

  Sonogashira Cross-Couplings of Ynamides. Syntheses of Urethane- and Sulfonamide-Terminated Conjugated Phenylacetylenic Systems

  摘要：

  The first successful Sonogashira coupling of ynamides with aryl and vinyl iodides is described here. This study resolves the problem of the competing pathway involving homocoupling of ynamides and provides a practical entry to novel urethane- or sulfonamide-terminated conjugated acetylenic systems. An interesting tandem hydrohalogenation and Sonogashira coupling was also observed to give an en-ynamide.

  DOI：

  10.1021/ol0493251
• 作为产物：
  描述：

  (4-碘苯基乙炔)三甲基硅烷 、 N-苄基-N-乙炔基-4-甲基苯磺酰胺 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 甲苯 为溶剂， 以44%的产率得到N-Benzyl-4-methyl-N-(4-trimethylsilanylethynyl-phenylethynyl)-benzenesulfonamide
  参考文献：
  名称：

  Sonogashira Cross-Couplings of Ynamides. Syntheses of Urethane- and Sulfonamide-Terminated Conjugated Phenylacetylenic Systems

  摘要：

  The first successful Sonogashira coupling of ynamides with aryl and vinyl iodides is described here. This study resolves the problem of the competing pathway involving homocoupling of ynamides and provides a practical entry to novel urethane- or sulfonamide-terminated conjugated acetylenic systems. An interesting tandem hydrohalogenation and Sonogashira coupling was also observed to give an en-ynamide.

  DOI：

  10.1021/ol0493251