N-tert-butyl-3-methylidene-2-benzofuran-1-imine | 1334426-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: N-tert-butyl-3-methylidene-2-benzofuran-1-imine
• CAS: 1334426-11-7
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: QBZYTSCBLFATAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-tert-butyl-1-(2-ethynylphenyl)methanimine oxide 在 1,3-双(2,6-二-异丙基苯基)咪唑-2-亚基金(I)氯化物 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以68%的产率得到N-tert-butyl-3-methylidene-2-benzofuran-1-imine
  参考文献：
  名称：

  Gold- and Iodine-Mediated Internal Oxygen Transfer of Nitrone- and Sulfoxide-Functionalized Alkynes

  摘要：

  Intramolecular oxygen transfer of nitrone- and sulfoxide-alkynes was achieved using a catalytic amount of Au(I) and a stoichiometric amount of iodine. The Au(I)-catalyzed cyclization of a nitrone-terminal alkyne afforded a cyclic iminoester, while cyclization of analogous nitrone-internal alkynes yielded aldehyde enones. The I-2-mediated cyclization of nitrone-alkynes afforded iodinated gamma-lactams and the I-2-mediated internal redox of the closely related sulfoxide alkynes gave diketones functionalized with a thoiether.

  DOI：

  10.1021/jo201347r

文献信息

• Gold- and Iodine-Mediated Internal Oxygen Transfer of Nitrone- and Sulfoxide-Functionalized Alkynes
  作者：Dan Chen、Guoyong Song、Aiqun Jia、Xingwei Li

  DOI：10.1021/jo201347r

  日期：2011.10.21

  Intramolecular oxygen transfer of nitrone- and sulfoxide-alkynes was achieved using a catalytic amount of Au(I) and a stoichiometric amount of iodine. The Au(I)-catalyzed cyclization of a nitrone-terminal alkyne afforded a cyclic iminoester, while cyclization of analogous nitrone-internal alkynes yielded aldehyde enones. The I-2-mediated cyclization of nitrone-alkynes afforded iodinated gamma-lactams and the I-2-mediated internal redox of the closely related sulfoxide alkynes gave diketones functionalized with a thoiether.