1-phenethyl-2-methyl-1H-indole | 1275526-44-7

• 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: 1-phenethyl-2-methyl-1H-indole
• 英文别名: 2-methyl-1-phenethyl-1H-indole；2-Methyl-1-(2-phenylethyl)indole
• CAS: 1275526-44-7
• 化学式: C₁₇H₁₇N
• mdl: MFCD19190482
• 分子量: 235.329
• InChiKey: JZTVZVQKRAVQJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.176
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  在 copper(l) iodide 、 K₃PO₄ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以81 mg的产率得到1-phenethyl-2-methyl-1H-indole
  参考文献：
  名称：

  Indoles Synthesized from Amines via Copper Catalysis

  摘要：

  N-Substituted indoles are synthesized from primary amines through a tandem reaction sequence. Initial condensation of the amine with an alpha-(o-haloaryl)ketone or aldehyde is followed by intramolecular aryl amination catalyzed by CuI. A variety of anilines and alkyl amines, including those with significant steric demands, are converted to indoles in high yields and with varying indole substitution.

  DOI：

  10.1021/ol400444g

文献信息

• Olefin-Oriented Selective Synthesis of Linear and Branched N-Alkylated Heterocycles by Hydroamination
  作者：Sushmita、Trapti Aggarwal、Kapil Mohan Saini、Akhilesh K. Verma

  DOI：10.1002/ejoc.202000373

  日期：2020.6.16

  Selective base‐Mediated hydroamination of N‐heterocycles with olefins for the construction of Linear and branched N‐alkylated heterocycles is described. This protocol provided the synthesis of exclusive N‐alkylated product instead of the C‐3 Michael addition product.

  描述了N-杂环与烯烃的选择性碱介导加氢胺化反应，用于构建直链和支链N-烷基化杂环。该协议提供了专有的N-烷基化产物而不是C-3 Michael加成产物的合成。
• THERAPEUTIC COMPOUNDS AND USES THEREOF
  申请人：Genentech, Inc.

  公开号：EP3204360B1

  公开（公告）日：2020-08-26
• Indoles Synthesized from Amines via Copper Catalysis
  作者：Ronald Besandre、Miguel Jaimes、Jeremy A. May

  DOI：10.1021/ol400444g

  日期：2013.4.5

  N-Substituted indoles are synthesized from primary amines through a tandem reaction sequence. Initial condensation of the amine with an alpha-(o-haloaryl)ketone or aldehyde is followed by intramolecular aryl amination catalyzed by CuI. A variety of anilines and alkyl amines, including those with significant steric demands, are converted to indoles in high yields and with varying indole substitution.