2-methyl-5-phenylethylfuran | 119082-40-5

• 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: 2-methyl-5-phenylethylfuran
• 英文别名: 2-methyl-5-phenethylfuran；1-Phenyl-2-(5-methyl-2-furanyl)-ethane；2-methyl-5-(2-phenylethyl)furan
• CAS: 119082-40-5
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: UYDLPUUDPYGIKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-5-hydroxy-7-phenylhept-3-en-2-one 以 氯仿 、 环己烷 为溶剂， 反应 8.0h， 以97%的产率得到2-methyl-5-phenylethylfuran
  参考文献：
  名称：

  在中性条件下光化学烯异构化合成多取代的呋喃和吡咯。

  摘要：

  描述了使用紫外线诱导的烯烃异构化的多取代杂环的光化学方法。该方法允许在温和和中性条件下合成二取代的呋喃和吡咯，并且还提供了一类与天然产物合成有关的三取代的呋喃。该方法具有宽泛的官能团耐受性，并且制备了许多装饰丰富的杂环，这些杂环并入了在布朗斯台德和路易斯酸性条件下不稳定的官能团。

  DOI：

  10.1002/chem.201903590

文献信息

• An expedient route to substituted furans via olefin cross-metathesis
  作者：Timothy J. Donohoe、John F. Bower

  DOI：10.1073/pnas.0913466107

  日期：2010.2.23

  of highly substituted derivatives are essential to medicinal chemistry. Here we show that the olefin CM reaction, in combination with an acid cocatalyst or subsequent Heck arylation, provides a concise and flexible entry to 2,5-di- or 2,3,5-tri-substituted furans. These cascade processes portend further opportunities for the regiocontrolled preparation of other highly substituted aromatic and heteroaromatic

  烯烃交叉复分解 (CM) 反应广泛用于有机化学，是选择性合成差异取代烯烃产物的有效方法。令人惊讶的是，尚未报道将这一非凡的过程整合到芳香族和杂芳香族构建策略中的努力。这种结构代表了大多数小分子药物化合物的关键要素；高度取代衍生物的受控制备方法对于药物化学是必不可少的。在这里，我们展示了烯烃 CM 反应与酸助催化剂或随后的 Heck 芳基化相结合，为 2,5-二-或 2,3,5-三-取代呋喃提供了简洁而灵活的入口。
• Production of Polyester Blend of Poly(3-hydroxybutyrate-<i>co</i>-4-hydroxybutyrate) and Poly(3-hydroxyalkanoate) with Saturated and Unsaturated Monomers from 4-Hydroxybutyric Acid by<i>Chromobacterium</i>sp.
  作者：Hiroshi Kimura、Masanobu Iwama、Shintaro Sasaki、Makoto Takeishi

  DOI：10.1246/cl.1999.737

  日期：1999.8

  Chromobacterium sp. isolated from a river soil produced a polyester blend of poly(3-hydroxybutyrate-co-4-hydroxybutyrate)(P(3HB-co-4HB)) and poly(3-hydroxyalkanoate) (P(3HA)) consisting of both saturated 3-hydroxyalkanoic acid(3HA) units of even carbon number from C4 to C14 and unsaturated 3HA units of carbon number C12 and C14, when 4-hydroxybutyric acid(4HBA) was fed as the sole carbon sources.

  从河流土壤中分离出的克罗诺细菌（ChromoBActerium sp.）在以4-羟基丁酸（4HBA）作为唯一碳源时，产生了一种聚酯混合物，该混合物由聚（3-羟基丁酸-co-4-羟基丁酸）(P(3HB-co-4HB))和聚（3-羟基烷酸酯）(P(3HA))组成，包含了具有偶数碳链的饱和3-羟基烷酸（3HA）单元（从C4到C14）以及含有C12和C14的非饱和3HA单元。
• Ruthenium-catalysed conversion of 1,4-alkynediols into pyrroles
  作者：Simon J. Pridmore、Paul A. Slatford、Aurélie Daniel、Michael K. Whittlesey、Jonathan M.J. Williams

  DOI：10.1016/j.tetlet.2007.05.070

  日期：2007.7

  Various 1,2,5-substituted pyrroles have been synthesised from 1,4-alkynediols using a ruthenium catalysed isomerisation to give the corresponding 1,4-dicarbonyl compounds, which undergo in situ cyclisation to pyrroles in the presence of amine. (C) 2007 Published by Elsevier Ltd.
• Synthesis of furans, pyrroles and pyridazines by a ruthenium-catalysed isomerisation of alkynediols and in situ cyclisation
  作者：Simon J. Pridmore、Paul A. Slatford、James E. Taylor、Michael K. Whittlesey、Jonathan M.J. Williams

  DOI：10.1016/j.tet.2009.06.108

  日期：2009.10

  Alkyne-1,4-diols are readily available substrates which are isomerised to 1,4-diketones using Ru(PPh3)(3)(CO)H-2/xantphos as a catalyst. In situ cyclisation into furans, pyrroles and pyridazines has been achieved under suitable conditions. (C) 2009 Elsevier Ltd. All rights reserved.
• 2,5-Disubstituted furans from 1,4-alkynediols
  作者：Simon J. Pridmore、Paul A. Slatford、Jonathan M.J. Williams

  DOI：10.1016/j.tetlet.2007.05.069

  日期：2007.7

  1-4-Alkynediols serve as readily available starting materials for isomerisation to 1,4-diketones, which can be converted in situ into the corresponding furans by acid-catalysed dehydration. A range of 2,5-disubstituted furans was prepared using the ruthenium-based catalyst Ru(PPh3)(3)(CO)H-2 with Xantphos at 1 mol % loading. (C) 2007 Published by Elsevier Ltd.