2-((2-bromo-4-methylphenoxy)methyl)-5-methylfuran | 1094370-18-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-((2-bromo-4-methylphenoxy)methyl)-5-methylfuran
• 英文别名: 2-[(2-Bromo-4-methylphenoxy)methyl]-5-methylfuran
• CAS: 1094370-18-9
• 化学式: C₁₃H₁₃BrO₂
• 分子量: 281.149
• InChiKey: NDWALLWCHDDYRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 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：
  22.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-((2-bromo-4-methylphenoxy)methyl)-5-methylfuran 在 四(三苯基膦)钯 、 potassium carbonate 、 三苯基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以54%的产率得到(E)-4-(5-methylbenzofuran-3-yl)but-3-en-2-one
  参考文献：
  名称：

  A Novel Entry to Functionalized Benzofurans and Indoles via Palladium(0)-Catalyzed Arylative Dearomatization of Furans

  摘要：

  A novel entry to functionalized benzofurans and indoles from furans in moderate to good yields has been developed. This protocol involves palladium(0)-catalyzed dearomatizing intramolecular arylation of the furan ring, formation of a pi-allylic palladium complex, furan ring opening, and a beta-hydride elimination sequence.

  DOI：

  10.1021/ol300008d
• 作为产物：
  描述：

  2-溴-4-甲基苯酚 、 5-甲基-2-呋喃甲醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到2-((2-bromo-4-methylphenoxy)methyl)-5-methylfuran
  参考文献：
  名称：

  A Novel Entry to Functionalized Benzofurans and Indoles via Palladium(0)-Catalyzed Arylative Dearomatization of Furans

  摘要：

  A novel entry to functionalized benzofurans and indoles from furans in moderate to good yields has been developed. This protocol involves palladium(0)-catalyzed dearomatizing intramolecular arylation of the furan ring, formation of a pi-allylic palladium complex, furan ring opening, and a beta-hydride elimination sequence.

  DOI：

  10.1021/ol300008d

文献信息

• A Novel Entry to Functionalized Benzofurans and Indoles <i>via</i> Palladium(0)-Catalyzed Arylative Dearomatization of Furans
  作者：Biaolin Yin、Congbi Cai、Guohui Zeng、Ruoqi Zhang、Xiang Li、Huanfeng Jiang

  DOI：10.1021/ol300008d

  日期：2012.2.17

  A novel entry to functionalized benzofurans and indoles from furans in moderate to good yields has been developed. This protocol involves palladium(0)-catalyzed dearomatizing intramolecular arylation of the furan ring, formation of a pi-allylic palladium complex, furan ring opening, and a beta-hydride elimination sequence.