1-(4-methylphenyl)sulfonyl-4-(4-nitrophenyl)sulfonyl-3,5,6,7-tetrahydro-2H-pyrrolo[3,2-b]pyridine | 1015256-54-8

• 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: 1-(4-methylphenyl)sulfonyl-4-(4-nitrophenyl)sulfonyl-3,5,6,7-tetrahydro-2H-pyrrolo[3,2-b]pyridine
• CAS: 1015256-54-8
• 化学式: C₂₀H₂₁N₃O₆S₂
• 分子量: 463.535
• InChiKey: UCEYQCWISXODIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  137
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(4-methylphenyl)sulfonyl-4-(4-nitrophenyl)sulfonyl-3,5,6,7-tetrahydro-2H-pyrrolo[3,2-b]pyridine 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以69%的产率得到1-(4-methylphenyl)sulfonyl-4-(4-nitrophenyl)sulfonyl-6,7-dihydro-5H-pyrrolo[3,2-b]pyridine
  参考文献：
  名称：

  Direct Construction of Bicyclic Heterocycles by Palladium-Catalyzed Domino Cyclization of Propargyl Bromides

  摘要：

  The palladium-catalyzed domino cyclization of propargyl bromides having two nucleophilic functional groups is described. Treatment of 1,7-diamino-5-bromohept-3-yne derivatives with catalytic Pd(PPh3)(4) in the presence of NaH in MeOH gives the 2,7-diazabicyclo[4.3.0]non-5-enes in good yields. Interestingly, the regioselectivity of the reaction is completely controlled by the relative reactivity of the amine functional groups, irrespective of the position of the nucleophiles. The malonate derivative also undergoes domino cyclization to produce a hexahydroindole derivative.

  DOI：

  10.1021/ol800063d
• 作为产物：
  描述：

  N-[3-bromo-7-[(4-nitrophenyl)sulfonylamino]hept-4-ynyl]-4-methylbenzenesulfonamide 在 甲醇 、 四(三苯基膦)钯 、 sodium hydride 、 盐酸 作用下， 以 mineral oil 、 1,4-二氧六环 、 甲醇 为溶剂， 反应 0.5h， 以79%的产率得到1-(4-methylphenyl)sulfonyl-4-(4-nitrophenyl)sulfonyl-3,5,6,7-tetrahydro-2H-pyrrolo[3,2-b]pyridine
  参考文献：
  名称：

  Direct Construction of Bicyclic Heterocycles by Palladium-Catalyzed Domino Cyclization of Propargyl Bromides

  摘要：

  The palladium-catalyzed domino cyclization of propargyl bromides having two nucleophilic functional groups is described. Treatment of 1,7-diamino-5-bromohept-3-yne derivatives with catalytic Pd(PPh3)(4) in the presence of NaH in MeOH gives the 2,7-diazabicyclo[4.3.0]non-5-enes in good yields. Interestingly, the regioselectivity of the reaction is completely controlled by the relative reactivity of the amine functional groups, irrespective of the position of the nucleophiles. The malonate derivative also undergoes domino cyclization to produce a hexahydroindole derivative.

  DOI：

  10.1021/ol800063d