(E)-3-(6-fluorobenzofuran-3-yl)acrylaldehyde | 1358527-89-5

• 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: (E)-3-(6-fluorobenzofuran-3-yl)acrylaldehyde
• 英文别名: (E)-3-(6-fluoro-1-benzofuran-3-yl)prop-2-enal
• CAS: 1358527-89-5
• 化学式: C₁₁H₇FO₂
• 分子量: 190.174
• InChiKey: WFVSCDIBRGNMEW-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2-bromo-5-fluorophenoxy)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48%的产率得到(E)-3-(6-fluorobenzofuran-3-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

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.