(1-methyl-5-indolyl)(2-naphthyl)methanol | 1008533-22-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1-methyl-5-indolyl)(2-naphthyl)methanol
• 英文别名: (1-methyl-5-indolyl)-2-naphthylmethanol；(1-Methylindol-5-yl)-naphthalen-2-ylmethanol
• CAS: 1008533-22-9
• 化学式: C₂₀H₁₇NO
• 分子量: 287.361
• InChiKey: QXOBTICEHVKGHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  25.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-萘甲醛 、 1-甲基吲哚-5-硼酸 在 1-(2,6-diisopropylphenyl)-3-(2-(phenylthio)phenyl)-4,5-dihydroimidazolinium chloride 、 bis(η3-allyl-μ-chloropalladium(II)) 、 caesium carbonate 作用下， 以 水 为溶剂， 以55%的产率得到(1-methyl-5-indolyl)(2-naphthyl)methanol
  参考文献：
  名称：

  Palladium-imidazolinium carbene-catalyzed arylation of aldehydes with arylboronic acids in water

  摘要：

  The catalytic arylation of aldehydes with arylboronic acids in only water was found to be achieved using the palladium/thioether-imidazolinium chloride system in good to excellent yields. This catalytic process showed high tolerance for a broad range of substrates, giving a variety of carbinol derivatives with 2.0-3.0 mol % of the catalyst. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.049

文献信息

• Efficient 1,2-Addition of Aryl- and Alkenylboronic Acids to Aldehydes Catalyzed by the Palladium/Thioether−Imidazolinium Chloride System
  作者：Masami Kuriyama、Rumiko Shimazawa、Ryuichi Shirai

  DOI：10.1021/jo7020983

  日期：2008.2.1

  [GRAPHICS]The high level of catalyst performance was attainable in the palladium-catalyzed 1,2-addition of aryl-, heteroaryl-, and alkenylboronic acids to aromatic, heteroaromatic, and aliphatic aldehydes using thioether-imidazolinium chloride L5 as a heterobidentate carbene ligand precursor.