2-methyl-3-phenyl-4H-pyran-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2-methyl-3-phenyl-4H-pyran-4-one
• 英文别名: 2-Methyl-3-phenylpyran-4-one；2-methyl-3-phenylpyran-4-one
• 化学式: C₁₂H₁₀O₂
• 分子量: 186.21
• InChiKey: FFJSVVSNKDGBDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  麦芽醇 在 tris(dibenzylideneacetone)dipalladium (0) 吡啶 、 三苯胂 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.58h， 生成 2-methyl-3-phenyl-4H-pyran-4-one
  参考文献：
  名称：

  3-Substituted 4-pyranones: a rapid approach using microwave heating

  摘要：

  A rapid synthesis of 3-substituted pyranones using palladium-catalyzed cross-coupling reactions tinder microwave irradiation is described. The desired products were consistently obtained in 5 min at 100 degrees C in good yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.151

文献信息

• Acylation and palladium-mediated couplings of maltol, a biobased γ-pyrone
  作者：Yang Qu、Aleksei V. Ananin、George A. Kraus

  DOI：10.1016/j.tetlet.2019.151591

  日期：2020.3

  Maltol triflate 3 undergoes palladium-mediated carbon-carbon bond formation with styrene, boronic acids and alkynes. Benzyl ether 2 can be acylated. The acylation products can be readily converted into furo[3,2-b]ranones. (C) 2020 Elsevier Ltd. All rights reserved.
• One-Pot Synthesis of Multi-Substituted 4-Pyrones by a Gold- Catalyzed Cascade of Wolff Rearrangement/[4+2] Cycloaddition/ Elimination Reactions
  作者：Pratik Neupane、Likai Xia、Yong Rok Lee

  DOI：10.1002/adsc.201301086

  日期：2014.8.11

  AbstractAn efficient one‐pot method is described for the synthesis of a variety of di‐ and trisubstituted 4‐pyrones based on the gold‐catalyzed cascade reactions between cyclic or acyclic diazodicarbonyl compounds and vinyl ethers. The key strategy used involves the gold‐catalyzed Wolff rearrangement of diazo compounds followed by [4+2] cycloaddition and elimination. This methodology is also applied to the synthesis of tetrasubstituted 4‐pyrones.magnified image
• 3-Substituted 4-pyranones: a rapid approach using microwave heating
  作者：Omar D. Lopez、Jason T. Goodrich、Fukang Yang、Lawrence B. Snyder

  DOI：10.1016/j.tetlet.2007.01.151

  日期：2007.3

  A rapid synthesis of 3-substituted pyranones using palladium-catalyzed cross-coupling reactions tinder microwave irradiation is described. The desired products were consistently obtained in 5 min at 100 degrees C in good yields. (c) 2007 Elsevier Ltd. All rights reserved.