N-(3-iodo-5-{[(4-methylphenyl)sulfonyl]amino}phenyl)-4-methylbenzenesulfonamide | 926307-94-0

• 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: N-(3-iodo-5-{[(4-methylphenyl)sulfonyl]amino}phenyl)-4-methylbenzenesulfonamide
• 英文别名: N-[3-iodo-5-[(4-methylphenyl)sulfonylamino]phenyl]-4-methylbenzenesulfonamide
• CAS: 926307-94-0
• 化学式: C₂₀H₁₉IN₂O₄S₂
• 分子量: 542.418
• InChiKey: CYCTXMUAIKDAPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  92.34
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(3-iodo-5-{[(4-methylphenyl)sulfonyl]amino}phenyl)-4-methylbenzenesulfonamide 在 palladium diacetate 降冰片烯 、 potassium carbonate 、 caesium carbonate 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 乙腈 为溶剂， 反应 8.08h， 生成 3-[1,7-bis(toluene-4-sulfonyl)-1,2,3,5,6,7-hexahydropyrrolo[3,2-f]indol-4-yl]acrylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of Tricyclic Heterocycles via a Tandem Aryl Alkylation/Heck Coupling Sequence

  摘要：

  A norbornene-mediated palladium-catalyzed sequence is described in which two alkyl-aryl bonds and one alkenyl-aryl bond are formed in one pot with use of microwave irradiation. A variety of symmetrical and unsymmetrical oxygen-, nitrogen-, silicon-, and sulfur-containing tricyclic heterocycles were synthesized from a Heck acceptor and an aryl iodide containing two tethered alkyl halides. This approach was further applied to the synthesis of a tricyclic mescaline analogue.

  DOI：

  10.1021/jo0617868
• 作为产物：
  描述：

  1-碘基-3,5-二硝基苯 在 Pt/C (V dopped) 吡啶 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、206.84 kPa 条件下， 反应 13.0h， 生成 N-(3-iodo-5-{[(4-methylphenyl)sulfonyl]amino}phenyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis of Tricyclic Heterocycles via a Tandem Aryl Alkylation/Heck Coupling Sequence

  摘要：

  A norbornene-mediated palladium-catalyzed sequence is described in which two alkyl-aryl bonds and one alkenyl-aryl bond are formed in one pot with use of microwave irradiation. A variety of symmetrical and unsymmetrical oxygen-, nitrogen-, silicon-, and sulfur-containing tricyclic heterocycles were synthesized from a Heck acceptor and an aryl iodide containing two tethered alkyl halides. This approach was further applied to the synthesis of a tricyclic mescaline analogue.

  DOI：

  10.1021/jo0617868