3-Methyl-2-naphthalen-1-yl-1,3,2-oxazaborolidine | 1426657-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Methyl-2-naphthalen-1-yl-1,3,2-oxazaborolidine
• 英文别名: 3-methyl-2-naphthalen-1-yl-1,3,2-oxazaborolidine
• CAS: 1426657-00-2
• 化学式: C₁₃H₁₄BNO
• 分子量: 211.071
• InChiKey: YTJXSWYYAKZQKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三氟甲磺酰胺 、 3-Methyl-2-naphthalen-1-yl-1,3,2-oxazaborolidine 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 C₁₃H₁₄BNO*CH₂F₃NO₂S
  参考文献：
  名称：

  Catalytic Carbon Insertion into the β-Vinyl C–H Bond of Cyclic Enones with Alkyl Diazoacetates

  摘要：

  The first example of the boron Lewis acid catalyzed C-SP2-H functionalization of cyclic enones was achieved using diazoacetates. The insertion of the carbon atom of diazoacetates utilizes BF3 center dot Et2O or a newly designed oxazaborolidinium ion as a catalyst to afford beta-functionalized cyclic enones from simple cyclic enones In a single step and high yields. The reaction mechanism was investigated with deuterium labeled 2-cyclohexen-1-one.

  DOI：

  10.1021/ol4000026
• 作为产物：
  描述：

  N-甲基-2-羟基乙胺 、 tris(1-naphthyl)boroxine 以 甲苯 为溶剂， 反应 2.0h， 生成 3-Methyl-2-naphthalen-1-yl-1,3,2-oxazaborolidine
  参考文献：
  名称：

  Catalytic Carbon Insertion into the β-Vinyl C–H Bond of Cyclic Enones with Alkyl Diazoacetates

  摘要：

  The first example of the boron Lewis acid catalyzed C-SP2-H functionalization of cyclic enones was achieved using diazoacetates. The insertion of the carbon atom of diazoacetates utilizes BF3 center dot Et2O or a newly designed oxazaborolidinium ion as a catalyst to afford beta-functionalized cyclic enones from simple cyclic enones In a single step and high yields. The reaction mechanism was investigated with deuterium labeled 2-cyclohexen-1-one.

  DOI：

  10.1021/ol4000026

文献信息

• Catalytic Carbon Insertion into the β-Vinyl C–H Bond of Cyclic Enones with Alkyl Diazoacetates
  作者：Sung Il Lee、Byung Chul Kang、Geum-Sook Hwang、Do Hyun Ryu

  DOI：10.1021/ol4000026

  日期：2013.4.5

  The first example of the boron Lewis acid catalyzed C-SP2-H functionalization of cyclic enones was achieved using diazoacetates. The insertion of the carbon atom of diazoacetates utilizes BF3 center dot Et2O or a newly designed oxazaborolidinium ion as a catalyst to afford beta-functionalized cyclic enones from simple cyclic enones In a single step and high yields. The reaction mechanism was investigated with deuterium labeled 2-cyclohexen-1-one.