propyl furyl ketoxime | 69662-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: propyl furyl ketoxime
• 英文别名: 2-Oximino-1-furyl-(2)-butan；1-furan-2-yl-butan-1-one oxime；1-[2]Furyl-butan-1-on-oxim；Propyl furyl ketoxime；N-[1-(furan-2-yl)butylidene]hydroxylamine
• CAS: 69662-81-3
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: HMDPFFRPRDIRGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  45.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  propyl furyl ketoxime 在 溶剂黄146 、 锌 作用下， 生成 1-[2]furyl-butylamine
  参考文献：
  名称：

  Terent'ew; Gratschewa, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 1167; engl. Ausg. S. 1225

  摘要：

  DOI：
• 作为产物：
  描述：

  2-丁酰呋喃 在 羟胺 作用下， 生成 propyl furyl ketoxime
  参考文献：
  名称：

  Terent'ew; Gratschewa, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 1167; engl. Ausg. S. 1225

  摘要：

  DOI：

文献信息

• Copper‐Catalyzed Aza‐Sonogashira Cross‐Coupling To Form Ynimines: Development and Application to the Synthesis of Heterocycles
  作者：Rémi Lavernhe、Rubén O. Torres‐Ochoa、Qian Wang、Jieping Zhu

  DOI：10.1002/anie.202110901

  日期：2021.11.2

  AbstractNitrogen‐substituted alkynes, such as ynamines and ynamides, are versatile synthetic building blocks. Ynimines bearing additional nucleophilic and electrophilic centers relative to ynamines and ynamides are expected to have high synthetic potential. However, their chemical reactivity remains unexplored owing mainly to the lack of synthetic accessibility. We report herein a versatile copper‐catalyzed synthesis of ynimines from readily available O‐acetyl ketoximes and terminal alkynes. A wide range of O‐acetyl ketoximes derived from diaryl ketones, aryl alkyl ketones and dialkyl ketones underwent cross‐coupling with a diverse set of terminal alkynes to afford the ynimines in good to excellent yields. An unprecedented [5+1] heteroannulation reaction exploiting the reactivity of the ynimine generated in situ was subsequently developed for the synthesis of medicinally important heterocycles, including isoquinolines, azaindoles, azabenzofurans, azabenzothiophenes and carbolines.
• Korostova, S. E.; Sobenina, L. N.; Mikhaleva, A. I., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 12, p. 2291 - 2295
  作者：Korostova, S. E.、Sobenina, L. N.、Mikhaleva, A. I.、Nesterenko, R. N.、Shevchenko, S. G.、et al.

  DOI：——

  日期：——
• Pyrroles from ketoximes and acetylene
  作者：B. A. Trofimov、A. I. Mikhaleva、R. I. Polovnikova、S. E. Korostova、R. N. Nesterenko、N. I. Golovanova、V. K. Voronov

  DOI：10.1007/bf00503658

  日期：1981.8
• Pyrroles from ketoximes and acetylene. 40. Reaction of alkyl hetaryl ketoximes with 1,2-dichloroethane in superbase media
  作者：S. E. Korostova、R. N. Nesterenko、A. I. Mikhaleva、R. I. Polovnikova、N. I. Golovanova

  DOI：10.1007/bf00472743

  日期：1989.7
• Long-range1H-1H spin-spin coupling in 2-(2?-furyl)pyrroles
  作者：B. A. Trofimov、V. K. Voronov、A. I. Mikhaleva、R. I. Polovnikova、R. N. Nesterenko、M. V. Sigalov

  DOI：10.1007/bf00947582

  日期：1979.10