N,N'-(1,2-phenylene)dipent-4-enamide | 1219113-18-4

• 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'-(1,2-phenylene)dipent-4-enamide
• 英文别名: N-[2-(pent-4-enoylamino)phenyl]pent-4-enamide
• CAS: 1219113-18-4
• 化学式: C₁₆H₂₀N₂O₂
• 分子量: 272.347
• InChiKey: LVSOOCRZBVSKAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-(1,2-phenylene)dipent-4-enamide 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以40%的产率得到5-(pent-4-enoyl)-3,3a,4,5-tetrahydropyrrolo[1,2-a]quinoxalin-1(2H)-one
  参考文献：
  名称：

  Expedient access to fused quinoxalines via Dess–Martin periodinane-mediated cyclization of unsymmetrical phenylenediamide derivatives

  摘要：

  One-pot cyclization of various 2-N-amido-homoallylanilides mediated by 4 equiv of Dess-Martin periodinane produced pyrrolo[1,2-a]quinoxalines (11 examples, up to 93% yield). (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.11.080
• 作为产物：
  描述：

  4-戊烯酰氯 、 邻苯二胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到N,N'-(1,2-phenylene)dipent-4-enamide
  参考文献：
  名称：

  The synthesis of 12-membered macrocycles containing a C1–C8 alkene unit via ring-closing metathesis

  摘要：

  Model cross and ring-closing metathesis strategies toward the C1-C8-linear carbon skeleton are presented. The introduction of a four-atom tether enables the formation of 12-membered rings in good-to-excellent yields and stereoselectivity. Furthermore, the study revealed that the cross-metathesis approach and the formation of medium ring sizes via ring-closing metathesis are much less favorable. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.043

文献信息

• The synthesis of 12-membered macrocycles containing a C1–C8 alkene unit via ring-closing metathesis
  作者：Franc Požgan、Bogdan Štefane、Davor Kiđemet、Janez Smodiš、Rok Zupet

  DOI：10.1016/j.tet.2012.04.043

  日期：2012.6

  Model cross and ring-closing metathesis strategies toward the C1-C8-linear carbon skeleton are presented. The introduction of a four-atom tether enables the formation of 12-membered rings in good-to-excellent yields and stereoselectivity. Furthermore, the study revealed that the cross-metathesis approach and the formation of medium ring sizes via ring-closing metathesis are much less favorable. (C) 2012 Elsevier Ltd. All rights reserved.
• Expedient access to fused quinoxalines via Dess–Martin periodinane-mediated cyclization of unsymmetrical phenylenediamide derivatives
  作者：Cristian Dobrotǎ、Jonathan Graeupner、Ioana Dumitru、Mihaela Matache、Codruta C. Paraschivescu

  DOI：10.1016/j.tetlet.2009.11.080

  日期：2010.3

  One-pot cyclization of various 2-N-amido-homoallylanilides mediated by 4 equiv of Dess-Martin periodinane produced pyrrolo[1,2-a]quinoxalines (11 examples, up to 93% yield). (C) 2010 Published by Elsevier Ltd.