1-cyano-4-[1-(phenylsulfonyl)ethenyl]benzene | 705966-24-1

• 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-cyano-4-[1-(phenylsulfonyl)ethenyl]benzene
• 英文别名: 4-[1-(Benzenesulfonyl)ethenyl]benzonitrile
• CAS: 705966-24-1
• 化学式: C₁₅H₁₁NO₂S
• 分子量: 269.324
• InChiKey: PUVQDAZFKLYZLG-UHFFFAOYSA-N

物化性质

• 沸点：
  520.3±50.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-cyano-4-[1-(phenylsulfonyl)ethenyl]benzene 在 盐酸 作用下， 以 四氢呋喃 、 邻二甲苯 为溶剂， 反应 4.0h， 生成 4-(4-cyanophenyl)-4-(phenylsulfonyl)cyclohexanone
  参考文献：
  名称：

  Expedient Diels–Alder assembly of 4-aryl-4-phenylsulfonyl cyclohexanones

  摘要：

  The efficient preparation of 4-aryl-4-phenylsulfonyl cyclohexanones. containing a quaternary sulfone-bearing carbon centre, is described. Their synthesis proceeds in 38-78% overall yield by way of three steps: (i) sulfinate alkylation: (ii) methylenation: and (iii) regioselective Diels-Alder condensation with 2-trimethylsiloxybutadiene. The scope and limitations of the one-pot Mannich-type methylenation described were examined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.031
• 作为产物：
  描述：

  对氰基溴化苄 在 乙酸酐 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 1-cyano-4-[1-(phenylsulfonyl)ethenyl]benzene
  参考文献：
  名称：

  Expedient Diels–Alder assembly of 4-aryl-4-phenylsulfonyl cyclohexanones

  摘要：

  The efficient preparation of 4-aryl-4-phenylsulfonyl cyclohexanones. containing a quaternary sulfone-bearing carbon centre, is described. Their synthesis proceeds in 38-78% overall yield by way of three steps: (i) sulfinate alkylation: (ii) methylenation: and (iii) regioselective Diels-Alder condensation with 2-trimethylsiloxybutadiene. The scope and limitations of the one-pot Mannich-type methylenation described were examined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.031

文献信息

• Expedient Diels–Alder assembly of 4-aryl-4-phenylsulfonyl cyclohexanones
  作者：Jeremy P. Scott、Deborah C. Hammond、Elizabeth M. Beck、Karel M.J. Brands、Antony J. Davies、Ulf-H. Dolling、Derek J. Kennedy

  DOI：10.1016/j.tetlet.2004.03.031

  日期：2004.4

  The efficient preparation of 4-aryl-4-phenylsulfonyl cyclohexanones. containing a quaternary sulfone-bearing carbon centre, is described. Their synthesis proceeds in 38-78% overall yield by way of three steps: (i) sulfinate alkylation: (ii) methylenation: and (iii) regioselective Diels-Alder condensation with 2-trimethylsiloxybutadiene. The scope and limitations of the one-pot Mannich-type methylenation described were examined. (C) 2004 Elsevier Ltd. All rights reserved.