1,3-difluoro-5-methoxy-2-vinylbenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-difluoro-5-methoxy-2-vinylbenzene
• 英文别名: 2-Ethenyl-1,3-difluoro-5-methoxybenzene
• 化学式: C₉H₈F₂O
• 分子量: 170.159
• InChiKey: JFEMJISVFYJQQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二溴丙二酸二乙酯 、 1,3-difluoro-5-methoxy-2-vinylbenzene 在 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 、 dipotassium hydrogenphosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以17%的产率得到ethyl 5-(2,6-difluoro-4-methoxyphenyl)-2-ethoxyfuran-3-carboxylate
  参考文献：
  名称：

  Photoredox Divergent 1,2-Difunctionalization of Alkenes with gem-Dibromides

  摘要：

  The redox neutral photocatalytic divergent radical 1,2-difunctionalization of a wide array of structurally varied alkenes with gem-dibromides is presented. On the basis of the electronic effect of alkenes, predictable 1,2-carboxygenation and 1,2-carbohalogenation of alkenes are readily available regardless of steric effect. This protocol affords a practical approach to the biologically important furan skeleton. It is distinguished by good regioselectivity, good functional group compatibility, and late-stage modification and thus signifies an important step forward to divergent radical difunctionalization of alkenes.

  DOI：

  10.1021/acs.orglett.7b03371

文献信息

• Photoredox Divergent 1,2-Difunctionalization of Alkenes with <i>gem</i>-Dibromides
  作者：Jian Cheng、Yixiang Cheng、Jin Xie、Chengjian Zhu

  DOI：10.1021/acs.orglett.7b03371

  日期：2017.12.1

  The redox neutral photocatalytic divergent radical 1,2-difunctionalization of a wide array of structurally varied alkenes with gem-dibromides is presented. On the basis of the electronic effect of alkenes, predictable 1,2-carboxygenation and 1,2-carbohalogenation of alkenes are readily available regardless of steric effect. This protocol affords a practical approach to the biologically important furan skeleton. It is distinguished by good regioselectivity, good functional group compatibility, and late-stage modification and thus signifies an important step forward to divergent radical difunctionalization of alkenes.