3-丁烯-2-酮,3-甲基-4-(4-甲基苯基)-,肟

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-丁烯-2-酮,3-甲基-4-(4-甲基苯基)-,肟
• 英文名称: N-[3-methyl-4-(4-methylphenyl)but-3-en-2-ylidene]hydroxylamine
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: FQNLZKZSWIVOAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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-丁烯-2-酮,3-甲基-4-(4-甲基苯基)-,肟 在 五氯化磷 作用下， 以 苯 为溶剂， 生成 N-[1-(4-methylphenyl)prop-1-en-2-yl]ethanimidoyl chloride
  参考文献：
  名称：

  A Simple Method for Synthesis of 4-Dimethylamino-2,6-dimethyl-5-phenylpyrimidines

  摘要：

  The reaction of N-(1-methyl-2-phenylvinyl)acetimidoyl chloride and its derivatives substituted at the benzene ring with N,N-dimethylcyanamide was studied. At the first stage, linear products like 1-chloro-1-dimethylamino-3,5-dimethyl-6-phenyl-2,4-diaza-1,3,5-hexatrienes were obtained. They underwent cyclization to 4-dimethylamino-2,6-dimethyl-5-phenylpyrimidines in alkaline medium at elevated temperature.

  DOI：

  10.3987/com-92-6318
• 作为产物：
  描述：

  3-Methyl-4--but-3-en-2-on 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 生成 3-丁烯-2-酮,3-甲基-4-(4-甲基苯基)-,肟
  参考文献：
  名称：

  钴催化的 E/Z-烯酰胺的高效收敛不对称氢化

  摘要：

  已经开发出一种有效的钴催化的内部简单烯酰胺的不对称氢化反应，特别是它对E / Z底物的收敛模式。显示出优异的对映选择性、广泛的底物范围和有价值的应用。

  DOI：

  10.1002/anie.202303488

文献信息

• Enantioselective hydrogenation of (Z)- and (E)-β-arylenamides catalyzed by rhodium complexes of monodentate chiral spiro phosphorous ligands: a new access to chiral β-arylisopropylamines
  作者：Shou-Fei Zhu、Tao Liu、Shuang Yang、Song Song、Qi-Lin Zhou

  DOI：10.1016/j.tet.2012.06.032

  日期：2012.9

  A highly enantioselective rhodium-catalyzed hydrogenation of both (Z)- and (E)-β-arylenamides was developed by using monodentate chiral spiro phosphite and phosphine ligands, respectively. The hydrogenation reaction provides an efficient access to optically active β-arylisopropylamines, important building blocks for the synthesis of biologically active compounds.

  （Z）-和（E）-β-芳基酰胺的高对映体选择性的铑催化氢化分别通过使用单齿手性螺亚磷酸酯和膦配体来开发。氢化反应可有效获取旋光性β-芳基异丙基胺，这是合成生物活性化合物的重要组成部分。
• A Simple Method for Synthesis of 4-Dimethylamino-2,6-dimethyl-5-phenylpyrimidines
  作者：Wojciech Zielinski、Monika Mazik

  DOI：10.3987/com-92-6318

  日期：——

  The reaction of N-(1-methyl-2-phenylvinyl)acetimidoyl chloride and its derivatives substituted at the benzene ring with N,N-dimethylcyanamide was studied. At the first stage, linear products like 1-chloro-1-dimethylamino-3,5-dimethyl-6-phenyl-2,4-diaza-1,3,5-hexatrienes were obtained. They underwent cyclization to 4-dimethylamino-2,6-dimethyl-5-phenylpyrimidines in alkaline medium at elevated temperature.
• Zielinski, W.; Mazik, M., Polish Journal of Chemistry, 1993, vol. 67, # 6, p. 1099 - 1104
  作者：Zielinski, W.、Mazik, M.

  DOI：——

  日期：——
• Cobalt‐Catalyzed Efficient Convergent Asymmetric Hydrogenation of <i>E</i>/<i>Z</i>‐Enamides
  作者：Tiantian Chen、Yashi Zou、Yanhua Hu、Zhenfeng Zhang、Hao Wei、Liangming Wei、Wanbin Zhang

  DOI：10.1002/anie.202303488

  日期：2023.6.26

  An efficient cobalt-catalyzed asymmetric hydrogenation of internal simple enamides has been developed, especially its convergent pattern for E/Z-substrates. Excellent enantioselectivity, wide substrate scope, and valuable applications were shown.

  已经开发出一种有效的钴催化的内部简单烯酰胺的不对称氢化反应，特别是它对E / Z底物的收敛模式。显示出优异的对映选择性、广泛的底物范围和有价值的应用。