N,N'-(2-hydroxyhex-3-yne-1,6-diyl)bis(4-methylphenylsulfonamide) | 1225465-71-3

• 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,N'-(2-hydroxyhex-3-yne-1,6-diyl)bis(4-methylphenylsulfonamide)
• 英文别名: N-[5-hydroxy-6-[(4-methylphenyl)sulfonylamino]hex-3-ynyl]-4-methylbenzenesulfonamide
• CAS: 1225465-71-3
• 化学式: C₂₀H₂₄N₂O₅S₂
• 分子量: 436.553
• InChiKey: VAAVCKDPCBOJKI-UHFFFAOYSA-N

物化性质

• 沸点：
  654.4±65.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N,N'-(2-hydroxyhex-3-yne-1,6-diyl)bis(4-methylphenylsulfonamide) 在 偶氮二甲酸二异丙酯 、 C₁₄H₂₀N₂O₅S₂ 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.02h， 以82%的产率得到三苯基膦
  参考文献：
  名称：

  Construction of Linked Nitrogen Heterocycles by Palladium(0)-Catalyzed Intramolecular Domino Cyclization of 2-Alkynylaziridines Bearing a 2-Aminoethyl Group via Ring Expansion with Isocyanate

  摘要：

  A novel palladium(0)-catalyzed domino cyclization of 2-alkynylaziridines with isocyanates through ring expansion is described. Treatment of N-protected 2-(4-aminobut-1-ynyl)aziridine derivatives With a catalytic amount of Pd(PPh(3))(4) and aryl isocyanates in THF at room temperature affords 4-(4,5-dihydropyrrol-2-yl)imidazolidin-2-one derivatives in good yields. Interestingly, bis-adducts were selectively obtained by use of excess isocyanate (5 equiv) at lower reaction temperature.

  DOI：

  10.1021/jo100462w
• 作为产物：
  描述：

  在 盐酸 、 三乙胺 、 对甲苯磺酰氯 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以69%的产率得到N,N'-(2-hydroxyhex-3-yne-1,6-diyl)bis(4-methylphenylsulfonamide)
  参考文献：
  名称：

  Construction of Linked Nitrogen Heterocycles by Palladium(0)-Catalyzed Intramolecular Domino Cyclization of 2-Alkynylaziridines Bearing a 2-Aminoethyl Group via Ring Expansion with Isocyanate

  摘要：

  A novel palladium(0)-catalyzed domino cyclization of 2-alkynylaziridines with isocyanates through ring expansion is described. Treatment of N-protected 2-(4-aminobut-1-ynyl)aziridine derivatives With a catalytic amount of Pd(PPh(3))(4) and aryl isocyanates in THF at room temperature affords 4-(4,5-dihydropyrrol-2-yl)imidazolidin-2-one derivatives in good yields. Interestingly, bis-adducts were selectively obtained by use of excess isocyanate (5 equiv) at lower reaction temperature.

  DOI：

  10.1021/jo100462w

文献信息

• Construction of Linked Nitrogen Heterocycles by Palladium(0)-Catalyzed Intramolecular Domino Cyclization of 2-Alkynylaziridines Bearing a 2-Aminoethyl Group via Ring Expansion with Isocyanate
  作者：Akinori Okano、Shinya Oishi、Tetsuaki Tanaka、Nobutaka Fujii、Hiroaki Ohno

  DOI：10.1021/jo100462w

  日期：2010.5.21

  A novel palladium(0)-catalyzed domino cyclization of 2-alkynylaziridines with isocyanates through ring expansion is described. Treatment of N-protected 2-(4-aminobut-1-ynyl)aziridine derivatives With a catalytic amount of Pd(PPh(3))(4) and aryl isocyanates in THF at room temperature affords 4-(4,5-dihydropyrrol-2-yl)imidazolidin-2-one derivatives in good yields. Interestingly, bis-adducts were selectively obtained by use of excess isocyanate (5 equiv) at lower reaction temperature.