Tert-butyl 1,1-dimethyl-3-phenyl-2,8b-dihydrosilolo[3,2-b]indole-4-carboxylate | 1272590-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Tert-butyl 1,1-dimethyl-3-phenyl-2,8b-dihydrosilolo[3,2-b]indole-4-carboxylate
• 英文别名: tert-butyl 1,1-dimethyl-3-phenyl-2,8b-dihydrosilolo[3,2-b]indole-4-carboxylate
• CAS: 1272590-31-4
• 化学式: C₂₃H₂₇NO₂Si
• 分子量: 377.558
• InChiKey: YRTASQQEZLQHDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Tert-butyl 1,1-dimethyl-3-phenyl-2,8b-dihydrosilolo[3,2-b]indole-4-carboxylate 在 N,O-双三甲硅基乙酰胺 、 四溴对苯醌 作用下， 以 BENZENE-d6 为溶剂， 反应 1.0h， 生成
  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
• 作为产物：
  描述：

  2-[(diethylamino)dimethylsilyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 N-Boc-2-(α-styryl)indole 在 二苯基甲氧基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 BENZENE-d6 为溶剂， 反应 24.0h， 以96%的产率得到Tert-butyl 1,1-dimethyl-3-phenyl-2,8b-dihydrosilolo[3,2-b]indole-4-carboxylate
  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.