2-cyclobutylfuran | 1303504-36-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-cyclobutylfuran
• 英文别名: 2-Cyclobutylfuran
• CAS: 1303504-36-0
• 化学式: C₈H₁₀O
• 分子量: 122.167
• InChiKey: KNPADLLTYPSXCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-cyclobutylfuran 、 邻氨基苯甲酸 在 亚硝酸异戊酯 作用下， 以 四氢呋喃 为溶剂， 反应 3.33h， 以62%的产率得到1-cyclobutyloxabenzonorbornadiene
  参考文献：
  名称：

  Synthesis of C1-Substituted Oxabenzonorbornadienes

  摘要：

  Oxabenzonorbornadienes are valuable synthetic intermediates because they can serve as a general template with which to create highly substituted ring systems. However, to date, only very few C1-substituted oxabenzonorbornadienes have been reported. In this study, the synthesis of some C1-substituted oxabenzonorbornadienes was achieved by the Diels-Alder reaction between 2-substituted furans and benzyne. Moderate to good yields (16-80%) of the Diels-Alder reactions were observed. These C1-substituted oxabenzonorbornadienes will find applications as valuable synthetic intermediates and should be useful in studies of transition-metal-catalyzed reactions.

  DOI：

  10.1055/s-0032-1316686
• 作为产物：
  描述：

  2-溴呋喃 、 cyclobutyl magnesium chloride 在 iron(III)-acetylacetonate 作用下， 以 1,3,4-trimethylimidazolidin-2-one 为溶剂， 反应 2.5h， 以51%的产率得到2-cyclobutylfuran
  参考文献：
  名称：

  铁和钯催化的偶联反应合成2-取代的呋喃

  摘要：

  描述了利用2-溴呋喃通过钯和铁催化的偶联来合成2-取代的呋喃。尽管钯催化的Suzuki偶联有效地提供了相应的芳基呋喃，但是通过钯催化的与各种烷基亲核试剂的偶联得到的产物很少或没有。铁催化的偶合被证明对于以中等收率合成伯和仲烷基呋喃以及以低收率合成芳基呋喃是有效的。 呋喃-交叉偶联-催化-钯-铁

  DOI：

  10.1055/s-0030-1259484

文献信息

• Synthesis of C1-Substituted Oxabenzonorbornadienes
  作者：William Tam、Jamie Haner、Kelsey Jack、Michelle Menard、Jennifer Howell、Jaipal Nagireddy、Mohammed Raheem

  DOI：10.1055/s-0032-1316686

  日期：2012.9

  Oxabenzonorbornadienes are valuable synthetic intermediates because they can serve as a general template with which to create highly substituted ring systems. However, to date, only very few C1-substituted oxabenzonorbornadienes have been reported. In this study, the synthesis of some C1-substituted oxabenzonorbornadienes was achieved by the Diels-Alder reaction between 2-substituted furans and benzyne. Moderate to good yields (16-80%) of the Diels-Alder reactions were observed. These C1-substituted oxabenzonorbornadienes will find applications as valuable synthetic intermediates and should be useful in studies of transition-metal-catalyzed reactions.
• Synthesis of 2-Substituted Furans by Iron- and Palladium-Catalyzed Coupling Reactions
  作者：William Tam、Jamie Haner、Kelsey Jack、Jaipal Nagireddy、Mohammed Raheem、Robin Durham

  DOI：10.1055/s-0030-1259484

  日期：2011.3

  synthesis of 2-substituted furans via palladium- and iron-catalyzed coupling utilizing 2-bromofuran is described. Whereas palladium-catalyzed Suzuki coupling effectively provided the corresponding aryl furans, little or no product was obtained by palladium-catalyzed coupling with various alkyl nucleophiles. Iron-catalyzed coupling proved effective for the synthesis of primary and secondary alkyl furans in modest

  描述了利用2-溴呋喃通过钯和铁催化的偶联来合成2-取代的呋喃。尽管钯催化的Suzuki偶联有效地提供了相应的芳基呋喃，但是通过钯催化的与各种烷基亲核试剂的偶联得到的产物很少或没有。铁催化的偶合被证明对于以中等收率合成伯和仲烷基呋喃以及以低收率合成芳基呋喃是有效的。 呋喃-交叉偶联-催化-钯-铁