(Z)-N-benzyl-5-(benzylamino)-6,6,6-trifluoro-3-oxohex-4-enamide | 1374032-31-1

• 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: (Z)-N-benzyl-5-(benzylamino)-6,6,6-trifluoro-3-oxohex-4-enamide
• CAS: 1374032-31-1
• 化学式: C₂₀H₁₉F₃N₂O₂
• 分子量: 376.378
• InChiKey: KRLQYLJWAPMMDV-WQRHYEAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.2
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-N-benzyl-5-(benzylamino)-6,6,6-trifluoro-3-oxohex-4-enamide 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 504.0h， 以98%的产率得到N-benzyl-4-hydroxy-6-(trifluoromethyl)-2-pyridone
  参考文献：
  名称：

  2-Cyano-6-(trifluoromethyl)-4H-pyran-4-one: A novel versatile CF3-containing building block

  摘要：

  A highly electrophilic pyrone, 2-cyano-6-(trifluoromethyl)-4H-pyran-4-one, was synthesized. The reactions of this cyanopyrone with N-nucleophiles can proceed with or without substitution of the cyano group to give a wide range of novel trifluoromethylated compounds. An oxindole derivative was synthesized from a phenylhydrazide using unusual (acidic) conditions. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.01.006
• 作为产物：
  描述：

  4-oxo-6-(trifluoromethyl)-4H-pyran-2-carboxamide 在 吡啶 、 三氟乙酸酐 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 48.58h， 生成 (Z)-N-benzyl-5-(benzylamino)-6,6,6-trifluoro-3-oxohex-4-enamide
  参考文献：
  名称：

  2-Cyano-6-(trifluoromethyl)-4H-pyran-4-one: A novel versatile CF3-containing building block

  摘要：

  A highly electrophilic pyrone, 2-cyano-6-(trifluoromethyl)-4H-pyran-4-one, was synthesized. The reactions of this cyanopyrone with N-nucleophiles can proceed with or without substitution of the cyano group to give a wide range of novel trifluoromethylated compounds. An oxindole derivative was synthesized from a phenylhydrazide using unusual (acidic) conditions. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.01.006

文献信息

• Synthesis of Multifunctionalized 2,3-Dihydro-4-pyridones and 4-Pyridones via the Reaction of Carbamoylated Enaminones with Aldehydes
  作者：Dmitrii L. Obydennov、Asmaa I. El-Tantawy、Vyacheslav Y. Sosnovskikh

  DOI：10.1021/acs.joc.8b02075

  日期：2018.11.16

  The novel and effective diastereoselective synthesis of multifunctionalized dihydropyridones, including CF3-substituted derivatives, has been developed on the basis of the piperidine-promoted domino reaction of carbamoylated enaminones with aldehydes. The products have been prepared in 38–90% yields and can be easily isolated by crystallization. Tautomerism, epimerization, and atropisomerism of dihydropyridones

  基于氨基甲酰基化的烯胺酮与醛的哌啶促进的多米诺反应，已经开发了新颖且有效的包括CF 3取代的衍生物在内的多官能化二氢吡啶酮的非对映选择性合成。该产品的制备产率为38-90％，可以很容易地通过结晶分离。已经研究了二氢吡啶酮的互变异构，差向异构和阻转异构现象。通过碘引发的氧化芳构化证明了所得二氢吡啶酮在1,2,6-三取代的4-吡啶酮-3-羧酰胺的合成中的用途。