3-Phenyl-pentanon-(2)-oxim | 103861-70-7

• 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: 3-Phenyl-pentanon-(2)-oxim
• 英文别名: 1-Phenyl-1-ethyl-propan-2-on-oxim；N-(3-phenylpentan-2-ylidene)hydroxylamine
• CAS: 103861-70-7
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: WJDBNPLYEOPCOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Phenyl-pentanon-(2)-oxim 在 聚合甲醛 、 硫酸 作用下， 生成 3-苯基戊-2-酮
  参考文献：
  名称：

  Dornow,A.; Jordan,H.D., Chemische Berichte, 1961, vol. 94, p. 76 - 83

  摘要：

  DOI：
• 作为产物：
  描述：

  3-苯基戊-2-酮 在 sodium hydroxide 、 盐酸羟胺 作用下， 生成 3-Phenyl-pentanon-(2)-oxim
  参考文献：
  名称：

  手性固定相上外消旋酮的肟3,5-二硝基苯基氨基甲酸酯的液相色谱拆分

  摘要：

  环状和无环手性酮已被解析为在（S）-1-（6,7-二乙基-1-萘基）异丁胺衍生的手性固定相上的肟3,5-二硝基苯基氨基甲酸酯。

  DOI：

  10.1016/s0040-4039(00)80594-8

文献信息

• Liquid chromatographic resolution of racemic ketones as their oxime 3,5-dinitrophenyl carbamates on a chiral stationary phase
  作者：Myung Ho Hyun、Young-Whan Park、In-Kyu Baik

  DOI：10.1016/s0040-4039(00)80594-8

  日期：——

  Cyclic and acyclic chiral ketones have been resolved as their oxime 3,5-dinitrophenyl carbamates on a chiral stationary phase derived from (S)-1-(6,7-direthyl-1-naphthyl)isobutylamine.

  环状和无环手性酮已被解析为在（S）-1-（6,7-二乙基-1-萘基）异丁胺衍生的手性固定相上的肟3,5-二硝基苯基氨基甲酸酯。
• 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.
• Dornow,A.; Jordan,H.D., Chemische Berichte, 1961, vol. 94, p. 76 - 83
  作者：Dornow,A.、Jordan,H.D.

  DOI：——

  日期：——