(3E)-3-[phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylidene]-1H-indol-2-one | 1025113-07-8

• 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: (3E)-3-[phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylidene]-1H-indol-2-one
• CAS: 1025113-07-8
• 化学式: C₂₁H₂₂BNO₃
• 分子量: 347.222
• InChiKey: HHNFCZVGYVLTRD-ZCXUNETKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  联硼酸频那醇酯 、 1-异氰酸基-2-(2-苯基乙炔基)苯 在 [Rh(cod)2]SbF6 作用下， 以 1,2-二氯乙烷 为溶剂， 以70%的产率得到(3E)-3-[phenyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylidene]-1H-indol-2-one
  参考文献：
  名称：

  Rhodium-Catalyzed Borylative Cyclization of 2-Alkynylaryl Isocyanates with Bis(pinacolato)diboron

  摘要：

  2-Alkynylaryl isocyanates reacted with bis(pinacolato)diboron in the presence of a cationic rhodium(I) catalyst to produce borylated 3-alkylideneoxindoles stereoselectively. The carbon-boron linkage formed was further transformed via reactions such as a cross-coupling and a halogenation reaction.

  DOI：

  10.1021/ol800380t

文献信息

• Rhodium-Catalyzed Borylative Cyclization of 2-Alkynylaryl Isocyanates with Bis(pinacolato)diboron
  作者：Tomoya Miura、Yusuke Takahashi、Masahiro Murakami

  DOI：10.1021/ol800380t

  日期：2008.5.1

  2-Alkynylaryl isocyanates reacted with bis(pinacolato)diboron in the presence of a cationic rhodium(I) catalyst to produce borylated 3-alkylideneoxindoles stereoselectively. The carbon-boron linkage formed was further transformed via reactions such as a cross-coupling and a halogenation reaction.