1-methyl-2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]indole | 1272589-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-methyl-2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]indole
• CAS: 1272589-96-4
• 化学式: C₁₈H₁₄F₃N
• 分子量: 301.311
• InChiKey: IVOMJAPQUOTKSD-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(diethylamino)dimethylsilyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 1-methyl-2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]indole 在 二苯基甲氧基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以89%的产率得到
  参考文献：
  名称：

  2-Vinylindoles As the Four-Atom Component in a Catalytic [4+1] Cycloaddition with a Silylene-Palladium Species Generated from (Aminosilyl)boronic Ester

  摘要：

  The palladium-catalyzed silylene transfer to 2-alkenylindoles from a silylboronic ester bearing a diethylamino group on the silicon atom takes place efficiently, resulting in the formation of a 1-sila-3-cyclopentene ring fused with the indole ring. Further silylene transfer proceeds in the reaction of 2-(1-alkenyl)indoles, giving bissilylated tricyclic indoles in high yields.

  DOI：

  10.1021/om200135u

文献信息

• 2-Vinylindoles As the Four-Atom Component in a Catalytic [4+1] Cycloaddition with a Silylene-Palladium Species Generated from (Aminosilyl)boronic Ester
  作者：Kohei Masuda、Toshimichi Ohmura、Michinori Suginome

  DOI：10.1021/om200135u

  日期：2011.3.28

  The palladium-catalyzed silylene transfer to 2-alkenylindoles from a silylboronic ester bearing a diethylamino group on the silicon atom takes place efficiently, resulting in the formation of a 1-sila-3-cyclopentene ring fused with the indole ring. Further silylene transfer proceeds in the reaction of 2-(1-alkenyl)indoles, giving bissilylated tricyclic indoles in high yields.