rac-cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran | 38276-97-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: rac-cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran
• 英文别名: cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran
• CAS: 38276-97-0
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: FOULYACONOMCOW-BZNIZROVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2'-(4-methoxybenzyloxy)acetophenone 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 0.33h， 生成 rac-cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran
  参考文献：
  名称：

  钌卟啉催化的分子内类胡萝卜素C [H] H插入。立体选择性合成顺式二取代的氧和氮杂环。

  摘要：

  [反应：见正文]描述了钌卟啉催化的立体选择性分子内类胡萝卜素C H键插入。使用[Ru（II）（TTP）（CO）]作为催化剂，芳基甲苯磺酰hydr以良好的收率和显着的顺式选择性（高达99％）转化为2,3-二氢苯并呋喃，2,3-二氢吲哚和β-内酰胺。 。以[Ru（II）（D（4）-Por *）（CO）]为催化剂也可完成2,3-二氢苯并呋喃的对映选择性合成，且ee最高可达96％。

  DOI：

  10.1021/ol034806q

文献信息

• Synthesis of 2,3-Dihydrobenzofurans by Mn(OAc)₃-Based Oxidative Cycloaddition of 2-Cyclohexenones with Alkenes. Synthesis of (±)-Conocarpan
  作者：Barry B. Snider、Luning Han、Chaoyu Xie

  DOI：10.1021/jo9708506

  日期：1997.10.1

  Oxidative cycloaddition of a 2-cyclohexenone or alpha-tetralone and an alkene with dried Mn(OAc)(3) in benzene at 80-140 degrees C provides a general route to dihydrobenzofurans 15 and dihydronaphthofurans 17. Although the yields are modest, this one-pot reaction provides simple access to these compounds, which have previously been prepared by multistep routes. Oxidative cycloaddition of 2-cyclohexenones with beta-methylstyrenes provides a new route to benzofuranoid neolignans, which was applied to the synthesis of conocarpan (22). The formation of 2-acetoxyhexanedioic acids 27 and 47 from acetoxylation of 2-cyclohexenones in HOAc, but not in benzene, opens up a new class of Mn(OAc)(3) reactions and explains Watt and Demir's discovery that much higher yields of alpha'-acetoxy enones are obtained in benzene than in HOAc.
• One-Pot, Pd-Catalyzed Synthesis of <i>trans</i>-Dihydrobenzofurans from <i>o</i>-Aminophenols
  作者：Ericsson D. Coy B.、Ljubisa Jovanovic、Michael Sefkow

  DOI：10.1021/ol100433z

  日期：2010.5.7

  An efficient and facile synthesis of trans-dihydrobenzofurans has been accomplished from o-aminophenols and phenylpropenes via a novel (one-pot) diastereoselective Pd-catalyzed oxyarylation reaction. The development and optimization of this method is described.