2-isopropenyl-3-methyl-5-piperidin-1-yl-biphenyl-4-carbonitrile

• 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: 2-isopropenyl-3-methyl-5-piperidin-1-yl-biphenyl-4-carbonitrile
• 英文别名: 2-Methyl-4-phenyl-6-piperidin-1-yl-3-prop-1-en-2-ylbenzonitrile；2-methyl-4-phenyl-6-piperidin-1-yl-3-prop-1-en-2-ylbenzonitrile
• 化学式: C₂₂H₂₄N₂
• 分子量: 316.446
• InChiKey: INYRYQRVSWVNAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲基-3戊烯-2-酮 、 4-piperidino-3-cyano-2H-pyran-2-one 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 以65%的产率得到2-isopropenyl-3-methyl-5-piperidin-1-yl-biphenyl-4-carbonitrile
  参考文献：
  名称：

  Regioselective synthesis of functionally hindered α-methylstyrenes through ring transformation of 2H-pyran-2-ones with mesityl oxide

  摘要：

  A regioselective synthesis of alpha-methylstyrenes with electron-withdrawing or -donating substituents is described and illustrated by carbanion-induced ring transformation of 2H-pyran-2-one with mesityl oxide in excellent yield. The potential of the reaction lies in the creation of an aromatic ring possessing an isopropenyl unit from six-membered lactones at room temperature under mild reaction conditions. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.084

文献信息

• Regioselective synthesis of functionally hindered α-methylstyrenes through ring transformation of 2H-pyran-2-ones with mesityl oxide
  作者：Amit Kumar、Fateh V. Singh、Atul Goel

  DOI：10.1016/j.tetlet.2007.09.084

  日期：2007.11

  A regioselective synthesis of alpha-methylstyrenes with electron-withdrawing or -donating substituents is described and illustrated by carbanion-induced ring transformation of 2H-pyran-2-one with mesityl oxide in excellent yield. The potential of the reaction lies in the creation of an aromatic ring possessing an isopropenyl unit from six-membered lactones at room temperature under mild reaction conditions. (C) 2007 Elsevier Ltd. All rights reserved.