2-((1,3-dioxolan-2-yl)methyl)benzofuran | 1258063-91-0

• 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: 2-((1,3-dioxolan-2-yl)methyl)benzofuran
• 英文别名: 2-(1,3-Dioxolan-2-ylmethyl)-1-benzofuran；2-(1,3-dioxolan-2-ylmethyl)-1-benzofuran
• CAS: 1258063-91-0
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: XIASEWKWRHLADX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2-溴乙基)-1,3-二恶烷 、 苯并呋喃-2-三氟硼酸钾 在 乙二醇二甲醚溴化镍 、 4,7-二苯基-1,10-菲罗啉 、 lithium hexamethyldisilazane 作用下， 以 仲丁醇 为溶剂， 反应 12.0h， 以76%的产率得到2-((1,3-dioxolan-2-yl)methyl)benzofuran
  参考文献：
  名称：

  Nickel-Catalyzed Cross-Coupling of Potassium Aryl- and Heteroaryltrifluoroborates with Unactivated Alkyl Halides

  摘要：

  A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated on both the electrophilic and the nucleophilic partners. Chemoselective reactivity of C(sp(3))-Br bonds in the presence of C(sp(2))-Br bonds was achieved.

  DOI：

  10.1021/ol102717x

文献信息

• Nickel-Catalyzed Cross-Coupling of Potassium Aryl- and Heteroaryltrifluoroborates with Unactivated Alkyl Halides
  作者：Gary A. Molander、O. Andreea Argintaru、Ioana Aron、Spencer D. Dreher

  DOI：10.1021/ol102717x

  日期：2010.12.17

  A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated on both the electrophilic and the nucleophilic partners. Chemoselective reactivity of C(sp(3))-Br bonds in the presence of C(sp(2))-Br bonds was achieved.