(E)-N'-(2-((4-bromophenyl)ethynyl)benzylidene)-4-methylbenzenesulfonylhydrazine | 1620489-26-0

• 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: (E)-N'-(2-((4-bromophenyl)ethynyl)benzylidene)-4-methylbenzenesulfonylhydrazine
• 英文别名: (E)-N'-(2-((4-bromophenyl)ethynyl)benzylidene)-4-methylbenzenesulfonohydrazide；N-[(E)-[2-[2-(4-bromophenyl)ethynyl]phenyl]methylideneamino]-4-methylbenzenesulfonamide
• CAS: 1620489-26-0
• 化学式: C₂₂H₁₇BrN₂O₂S
• 分子量: 453.359
• InChiKey: YBSWXVGWINMRBJ-LFVJCYFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-N'-(2-((4-bromophenyl)ethynyl)benzylidene)-4-methylbenzenesulfonylhydrazine 在 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 (3-(4-bromophenyl)isoquinolin-2-ium-2-yl)(tosyl)amide
  参考文献：
  名称：

  [3 + 3]-Cycloaddition Reactions of α-Acidic Isocyanides with 1,3-Dipolar Azomethine Imines

  摘要：

  alpha-Acidic isocyanides are versatile reagents in organic synthesis, especially for the synthesis of five-membered heterocycles via [3 + 2]-cycloaddition reactions with activated multiple bonds. In this communication, the first [3 + 3]-cross-cycloaddition of alpha-acidic isocyanides with 1,3-dipolar azomethine imines to generate a series of 1,2,4-triazine derivatives with significant regiochemical control under mild catalytic reaction conditions is described. This new strategy shows that alpha-acidic isocyanides can also be taken as potent reagents for the synthesis of six-membered heterocycles through [3 + 3]-cross-cycIoaddition reactions with 1,3-dipoles.

  DOI：

  10.1021/ol501829k