N¹,N¹-diisopropyl-N²-(4-methylbenzenesulfonyl)-2-(2-bromophenyl)acetamidine

• 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: N¹,N¹-diisopropyl-N²-(4-methylbenzenesulfonyl)-2-(2-bromophenyl)acetamidine
• 英文别名: 2-(2-bromophenyl)-N'-(4-methylphenyl)sulfonyl-N,N-di(propan-2-yl)ethanimidamide
• 化学式: C₂₁H₂₇BrN₂O₂S
• 分子量: 451.428
• InChiKey: SBWRMXPXPHCPIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  58.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴苯乙炔 、 对甲苯磺酰胺 、 二异丙胺 在 氧气 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以83%的产率得到N¹,N¹-diisopropyl-N²-(4-methylbenzenesulfonyl)-2-(2-bromophenyl)acetamidine
  参考文献：
  名称：

  Cu-Catalyzed Aerobic Oxidative Three-Component Coupling Route to N-Sulfonyl Amidines via an Ynamine Intermediate

  摘要：

  Cu-catalyzed aerobic oxidative three-component coupling of a terminal alkyne, secondary amine, and sulfonamide enables efficient synthesis of amidines. The use of Cu(OTf)(2) (5 mol %) produces amidines selectively without GlaserHay alkyne homocoupling products. Preliminary studies suggest that the reaction pathway involves initial oxidative coupling of the terminal alkyne with the secondary amine, followed by hydroamidation of the ynamine intermediate with the sulfonamide.

  DOI：

  10.1021/jo5029198

文献信息

• Cu-Catalyzed Aerobic Oxidative Three-Component Coupling Route to <i>N</i>-Sulfonyl Amidines via an Ynamine Intermediate
  作者：Jinho Kim、Shannon S. Stahl

  DOI：10.1021/jo5029198

  日期：2015.2.20

  Cu-catalyzed aerobic oxidative three-component coupling of a terminal alkyne, secondary amine, and sulfonamide enables efficient synthesis of amidines. The use of Cu(OTf)(2) (5 mol %) produces amidines selectively without GlaserHay alkyne homocoupling products. Preliminary studies suggest that the reaction pathway involves initial oxidative coupling of the terminal alkyne with the secondary amine, followed by hydroamidation of the ynamine intermediate with the sulfonamide.