3-(benzylamino-methylene)-hept-6-ene-2,4-dione | 196398-09-1

• 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: 3-(benzylamino-methylene)-hept-6-ene-2,4-dione
• 英文别名: 3-[(benzylamino)methylidene]hept-6-ene-2,4-dione
• CAS: 196398-09-1
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: ZKCXCMZGWJJLHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-(benzylamino-methylene)-hept-6-ene-2,4-dione 以 xylene 为溶剂， 以100%的产率得到5-acetyl-1-benzyl-2-methyl-2,3-dihydro-1H-pyridin-4-one
  参考文献：
  名称：

  Aza-annulation of enaminones with crotonyl chloride — Formal reversal of regioselectivity

  摘要：

  The regiochemistry of aza-annulation of enaminones with alpha,beta-unsaturated acid chlorides bearing hydrogen atoms on the gamma-carbon is reversed when triethylamine is used as mediator. When the reaction was carried out at lower temperatures as 3-acyl beta,gamma-unsaturated compound could be isolated which cyclised to the desired product under thermal or basic conditions. The nature of this intermediate strongly suggests that a vinyl ketene is the active acylating agent. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00755-2
• 作为产物：
  描述：

  2-丁烯酰氯 、 (E)-4-(benzylamino)but-3-en-2-one 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以59%的产率得到3-(benzylamino-methylene)-hept-6-ene-2,4-dione
  参考文献：
  名称：

  Aza-annulation of enaminones with crotonyl chloride — Formal reversal of regioselectivity

  摘要：

  The regiochemistry of aza-annulation of enaminones with alpha,beta-unsaturated acid chlorides bearing hydrogen atoms on the gamma-carbon is reversed when triethylamine is used as mediator. When the reaction was carried out at lower temperatures as 3-acyl beta,gamma-unsaturated compound could be isolated which cyclised to the desired product under thermal or basic conditions. The nature of this intermediate strongly suggests that a vinyl ketene is the active acylating agent. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00755-2

文献信息

• Aza-annulation of enaminones with crotonyl chloride — Formal reversal of regioselectivity
  作者：James P. Murphy、Mark Hadden、Paul J. Stevenson

  DOI：10.1016/s0040-4020(97)00755-2

  日期：1997.8

  The regiochemistry of aza-annulation of enaminones with alpha,beta-unsaturated acid chlorides bearing hydrogen atoms on the gamma-carbon is reversed when triethylamine is used as mediator. When the reaction was carried out at lower temperatures as 3-acyl beta,gamma-unsaturated compound could be isolated which cyclised to the desired product under thermal or basic conditions. The nature of this intermediate strongly suggests that a vinyl ketene is the active acylating agent. (C) 1997 Elsevier Science Ltd.