(2E,4E)-1,5-diphenyl-N-[(4-methylphenyl)sulfonyl]pent-2,4-dien-1-imine

• 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: (2E,4E)-1,5-diphenyl-N-[(4-methylphenyl)sulfonyl]pent-2,4-dien-1-imine
• 英文别名: N-[(2E,4E)-1,5-diphenylpenta-2,4-dienylidene]-4-methylbenzenesulfonamide
• 化学式: C₂₄H₂₁NO₂S
• 分子量: 387.502
• InChiKey: NKXJYMFIGQYCBE-JVYUCZHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2E,4E)-1,5-diphenyl-N-[(4-methylphenyl)sulfonyl]pent-2,4-dien-1-imine 在 nickel(II) perchlorate hexahydrate 、 四氯化钛 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 120.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 生成 (2E,4E)-1,5-diphenyl-N-(N,N-dimethylaminesulfonyl)pent-2,4-dien-1-imine
  参考文献：
  名称：

  Synthesis of 2,6-diaryl-1,2-dihydropyridines through a 6π-electrocyclization of N-sulfonylazatrienes

  摘要：

  The development of an efficient synthetic method toward substituted 1,2-dihydropyridines from cinnamylideneacetophenones is reported. The key intermediates N-sulfonylazatrienes were synthesized through a TiCI4-mediated direct condensation of primary sulfonamides with the substituted (E,E)-cinnamylideneacetophenones. The 6 pi-electrocyclization of these intermediates, catalyzed by a Lewis acid, selectively afforded the desired products in good yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.034
• 作为产物：
  描述：

  (2E,4E)-1,5-diphenyl-N-(quinolin-8-ylsulfonyl)pent-2,4-dien-1-imine 在 nickel(II) perchlorate hexahydrate 、 四氯化钛 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 120.0 ℃ 、101.33 kPa 条件下， 反应 1.0h， 生成 (2E,4E)-1,5-diphenyl-N-[(4-methylphenyl)sulfonyl]pent-2,4-dien-1-imine
  参考文献：
  名称：

  Synthesis of 2,6-diaryl-1,2-dihydropyridines through a 6π-electrocyclization of N-sulfonylazatrienes

  摘要：

  The development of an efficient synthetic method toward substituted 1,2-dihydropyridines from cinnamylideneacetophenones is reported. The key intermediates N-sulfonylazatrienes were synthesized through a TiCI4-mediated direct condensation of primary sulfonamides with the substituted (E,E)-cinnamylideneacetophenones. The 6 pi-electrocyclization of these intermediates, catalyzed by a Lewis acid, selectively afforded the desired products in good yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.034

文献信息

• Synthesis of 2,6-diaryl-1,2-dihydropyridines through a 6π-electrocyclization of N-sulfonylazatrienes
  作者：Diana I.S.P. Resende、Samuel Guieu、Cristina G. Oliva、Artur M.S. Silva

  DOI：10.1016/j.tetlet.2014.10.034

  日期：2014.11

  The development of an efficient synthetic method toward substituted 1,2-dihydropyridines from cinnamylideneacetophenones is reported. The key intermediates N-sulfonylazatrienes were synthesized through a TiCI4-mediated direct condensation of primary sulfonamides with the substituted (E,E)-cinnamylideneacetophenones. The 6 pi-electrocyclization of these intermediates, catalyzed by a Lewis acid, selectively afforded the desired products in good yields. (C) 2014 Elsevier Ltd. All rights reserved.