(E)-1-[2-(benzylsulfonyl)phenyl]-2-(4-chlorophenyl)-1-nitroethene | 1338333-44-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-[2-(benzylsulfonyl)phenyl]-2-(4-chlorophenyl)-1-nitroethene
• CAS: 1338333-44-0
• 化学式: C₂₁H₁₆ClNO₄S
• 分子量: 413.881
• InChiKey: XVFMGSGKJDPJTQ-XSFVSMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.09
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  77.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-1-[2-(benzylsulfonyl)phenyl]-2-(4-chlorophenyl)-1-nitroethene 在 lithium hexamethyldisilazane 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 反应 4.25h， 生成 3-(p-chlorophenyl)-4-nitro-2-phenylthiochroman S,S-dioxide 、 3-(p-chlorophenyl)-4-nitro-2-phenylthiochroman S,S-dioxide 、 3-(p-chlorophenyl)-4-nitro-2-phenylthiochroman S,S-dioxide
  参考文献：
  名称：

  Access to 2,3-diaryl-4-nitrothiochroman S,S-dioxides from 3-nitrobenzo[b]thiophene

  摘要：

  The base-induced cyclization of (E)-2-aryl-1-[2-(benzylsulfonyl)phenyl]-1-nitroethenes to poly-substituted thiochroman 5,S-dioxides exhibits a diastereoselectivity that can be oriented towards a selected isomer by means of appropriate adjustments of the experimental conditions. The interest of such a result also rests on the promising pharmacological activity of the products, whose structure encompasses different well-acknowledged pharmacophores. A conformational H-1 NMR investigation, backed by molecular-mechanics calculations, has also been accomplished. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.038
• 作为产物：
  描述：

  氯化苄 在 silver nitrate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (E)-1-[2-(benzylsulfonyl)phenyl]-2-(4-chlorophenyl)-1-nitroethene
  参考文献：
  名称：

  Access to 2,3-diaryl-4-nitrothiochroman S,S-dioxides from 3-nitrobenzo[b]thiophene

  摘要：

  The base-induced cyclization of (E)-2-aryl-1-[2-(benzylsulfonyl)phenyl]-1-nitroethenes to poly-substituted thiochroman 5,S-dioxides exhibits a diastereoselectivity that can be oriented towards a selected isomer by means of appropriate adjustments of the experimental conditions. The interest of such a result also rests on the promising pharmacological activity of the products, whose structure encompasses different well-acknowledged pharmacophores. A conformational H-1 NMR investigation, backed by molecular-mechanics calculations, has also been accomplished. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.08.038