2-(2-methyl-1-oxo-1-phenyl-2-propyl)benzonitrile

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(2-methyl-1-oxo-1-phenyl-2-propyl)benzonitrile
• 英文别名: 2-(2-Methyl-1-oxo-1-phenylpropan-2-yl)benzonitrile；2-(2-methyl-1-oxo-1-phenylpropan-2-yl)benzonitrile
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: UHNUCAMVQWLIHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-辛炔 、 2-(2-methyl-1-oxo-1-phenyl-2-propyl)benzonitrile 在 bis(1,5-cyclooctadiene)nickel (0) 、 甲铝双(2,6-二叔丁基-4-苯甲醚) 、 三甲基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以86%的产率得到1,1-dimethyl-3,4-dipropylnaphthalen-2(1H)-one
  参考文献：
  名称：

  Nickel-catalyzed dual C–C σ bond activation to construct carbocyclic skeletons

  摘要：

  A nickel/Lewis acid catalyzed intermolecular cycloaddition reaction of o-cyanobenzylarylketones with allcynes to form naphthalenones is developed. This reaction is promoted by the nickel/Lewis Acid catalyst pair and involves the cleavage of two C-C sigma bonds to eliminate arylcyanide and the formation of different two C-C sigma bonds with alkyne insertion. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.02.064
• 作为产物：
  描述：

  2-(2-氰基苯基)苯乙酮 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 18.0h， 生成 2-(2-methyl-1-oxo-1-phenyl-2-propyl)benzonitrile
  参考文献：
  名称：

  Nickel-catalyzed dual C–C σ bond activation to construct carbocyclic skeletons

  摘要：

  A nickel/Lewis acid catalyzed intermolecular cycloaddition reaction of o-cyanobenzylarylketones with allcynes to form naphthalenones is developed. This reaction is promoted by the nickel/Lewis Acid catalyst pair and involves the cleavage of two C-C sigma bonds to eliminate arylcyanide and the formation of different two C-C sigma bonds with alkyne insertion. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.02.064

文献信息

• Nickel-catalyzed dual C–C σ bond activation to construct carbocyclic skeletons
  作者：Kenichiro Nakai、Takuya Kurahashi、Seijiro Matsubara

  DOI：10.1016/j.tet.2015.02.064

  日期：2015.7

  A nickel/Lewis acid catalyzed intermolecular cycloaddition reaction of o-cyanobenzylarylketones with allcynes to form naphthalenones is developed. This reaction is promoted by the nickel/Lewis Acid catalyst pair and involves the cleavage of two C-C sigma bonds to eliminate arylcyanide and the formation of different two C-C sigma bonds with alkyne insertion. (C) 2015 Elsevier Ltd. All rights reserved.