2-(1-bromonaphthalen-2-yloxy)methylfuran | 1183959-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1-bromonaphthalen-2-yloxy)methylfuran
• 英文别名: 2-[(1-bromonaphthalen-2-yl)oxymethyl]furan
• CAS: 1183959-70-7
• 化学式: C₁₅H₁₁BrO₂
• 分子量: 303.155
• InChiKey: JYEZKQRHPLHAEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  22.37
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(1-bromonaphthalen-2-yloxy)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47%的产率得到(E)-3-(naphtho[2,1-b]furan-1-yl)acrylaldehyde
  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：

  糠醇 、 1-溴-2-萘酚 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31%的产率得到2-(1-bromonaphthalen-2-yloxy)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.