3-Ethenyl-5-methyl-4-phenyl-1,5-dihydro-2H-pyrrol-2-one | 879489-32-4

• 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: 3-Ethenyl-5-methyl-4-phenyl-1,5-dihydro-2H-pyrrol-2-one
• 英文别名: 4-ethenyl-2-methyl-3-phenyl-1,2-dihydropyrrol-5-one
• CAS: 879489-32-4
• 化学式: C₁₃H₁₃NO
• 分子量: 199.252
• InChiKey: VIJGTXYJXBZMHY-UHFFFAOYSA-N

物化性质

• 沸点：
  401.8±45.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-溴巴豆酸乙酯 、 2-Methyl-3-phenyl-2H-azirin 在 indium 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以54%的产率得到3-Ethenyl-5-methyl-4-phenyl-1,5-dihydro-2H-pyrrol-2-one
  参考文献：
  名称：

  Stereoselective allylation of azirines with allylindium reagents

  摘要：

  Allylindium reagents allylated azirines to give allylaziridines in good yields. The delivery of the allyl group was well regulated by the substituents at the C-3-carbon of azirines. The cis-allylation with respect to the substituent was realized with azirines bearing a hydroxylmethyl or an acetoxymethyl group due to the chelation with allylindium reagents, whereas the trans-allylation was achieved with azirines substituted by a methyl, phenyl, or ester group owing to the steric repulsion. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.12.119

文献信息

• Stereoselective allylation of azirines with allylindium reagents
  作者：Tsunehisa Hirashita、Shinya Toumatsu、Yuri Imagawa、Shuki Araki、Jun-ichiro Setsune

  DOI：10.1016/j.tetlet.2005.12.119

  日期：2006.3

  Allylindium reagents allylated azirines to give allylaziridines in good yields. The delivery of the allyl group was well regulated by the substituents at the C-3-carbon of azirines. The cis-allylation with respect to the substituent was realized with azirines bearing a hydroxylmethyl or an acetoxymethyl group due to the chelation with allylindium reagents, whereas the trans-allylation was achieved with azirines substituted by a methyl, phenyl, or ester group owing to the steric repulsion. (c) 2006 Elsevier Ltd. All rights reserved.