2-methyl-6-phenyl-1-benzofuran | 1196873-62-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 2-methyl-6-phenyl-1-benzofuran
• 英文别名: 2-methyl-6-phenylbenzofuran；2-Methyl-6-phenyl-1-benzofuran
• CAS: 1196873-62-7
• 化学式: C₁₅H₁₂O
• 分子量: 208.26
• InChiKey: NUSGJQJAMXZGTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  1-(5-methylfuran-2-yl)-2-phenylbut-3-yn-2-ol 在 三苯基膦双(三氟甲磺酰亚胺)金 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以64%的产率得到2-methyl-6-phenyl-1-benzofuran
  参考文献：
  名称：

  Gold catalysis: benzanellation versus alkylidenecyclopentenone synthesis

  摘要：

  A series of different furan-yn-ols were prepared by a three-step sequence. Their reaction with Gagosz's catalyst Ph3PAuNTf2 depends strongly on the substitution pattern of the Substrate and the quality of the leaving group. Benzofurans, alkylidenecyclopentenones or Meyer-Schuster type products can be obtained. Improving the leaving group quality leads to the preferred formation of benzofurans. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.074

文献信息

• An efficient solid-phase synthesis of substituted benzofuran using selenium-bound resin
  作者：Yin jun Zhang、Yu guang Wang

  DOI：10.1002/aoc.2840

  日期：2012.5

  A very efficient solid‐phase synthesis of substituted benzofuran using polymer‐supported selenium resin is described. The advantages of the new method are good yields, high purity, straightforward operations, broad range and high diversity of products, lack of odor, and good stability of the resins. The easy work‐up procedure makes the method suitable for building parallel libraries. Copyright © 2012

  描述了一种使用聚合物负载的硒树脂非常有效地固相合成取代苯并呋喃的方法。新方法的优点是产率高，纯度高，操作简单，产品范围广和多样性高，无气味，树脂的稳定性好。简单的后处理程序使该方法适合于构建并行库。版权所有©2012 John Wiley＆Sons，Ltd.
• The efficient synthesis of substituted 2-methylbenzofurans
  作者：Sergei G. Mikhalyonok、Aliaxandr S. Arol、Dmitri A. Litvinau、Nina M. Kuz’menok、Vladimir S. Bezborodov

  DOI：10.1007/s10593-019-02443-3

  日期：2019.3

  The efficient synthesis of substituted 2-methylbenzofurans by aromatization of accessible allyl-substituted cyclohex-2-enones in the presence of iodine followed by dehydroiodination of the 2-iodomethyl-2,3-dihydrobenzofuran intermediate is described.

  描述了通过在碘存在下可及的烯丙基取代的环己-2-烯酮的芳构化，然后将2-碘甲基-2,3-二氢苯并呋喃中间体脱氢碘化，来有效合成取代的2-甲基苯并呋喃。
• Gold catalysis: benzanellation versus alkylidenecyclopentenone synthesis
  作者：A. Stephen K. Hashmi、Michael Wölfle

  DOI：10.1016/j.tet.2009.08.074

  日期：2009.10

  A series of different furan-yn-ols were prepared by a three-step sequence. Their reaction with Gagosz's catalyst Ph3PAuNTf2 depends strongly on the substitution pattern of the Substrate and the quality of the leaving group. Benzofurans, alkylidenecyclopentenones or Meyer-Schuster type products can be obtained. Improving the leaving group quality leads to the preferred formation of benzofurans. (C) 2009 Elsevier Ltd. All rights reserved.